best places to visit around boston

Boston   Travel Guide

30 Top-Rated Things to Do in Boston

As Massachusetts' capital and the birthplace of the American Revolution, there's no shortage of historical sites for travelers to explore within Boston's city limits (and beyond). There's even a Boston Tea Party Museum on the harbor

• All Things To Do
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Freedom Trail Freedom Trail free

Stretching 2½ miles, the Freedom Trail weaves past 16 of the city's most historic sites, including Faneuil Hall Marketplace , the Paul Revere House and Old North Church . Taking in all of the trail's attractions requires at least half a day (and some comfortable walking shoes), but you can easily plot points of interest before you begin your jaunt from Boston Common .

Though most visitors agree the trail is easy to navigate on your own, some recommend a guided tour or downloading an app to tell you about the sites. (You'll find a handful of apps available for Apple and Android devices.) If you have a Go Boston Card, standard guided tours given by the Freedom Trail Foundation are covered by your pass.

Faneuil Hall Marketplace and Quincy Market Faneuil Hall Marketplace and Quincy Market free

U.S. News Insider Tip: Every Friday and Saturday, Haymarket (one America's oldest open-air markets) pops up adjacent to Faneuil Hall. In order to navigate this often-chaotic scene successfully make sure to bring small bills, leave bulky bags at the hotel and keep it moving on the sidewalk. - Jill LeGrow

Four buildings – Faneuil Hall, Quincy Market, North Market and South Market – constitute Faneuil Hall Marketplace, with the oldest being Faneuil Hall. Built in 1742 and now a stop on the Freedom Trail , Faneuil Hall has had a long and important history in Massachusetts politics. Samuel Adams once stood here to push for resistance against the British, and abolitionists and suffragists have stood on their soapboxes here. In fact, this is where colonists famously challenged the Stamp Act of 1764 by proclaiming, "no taxation without representation." From those illustrious days, the marketplace has expanded to include more than 100 shops and restaurants.

Boston Public Garden Boston Public Garden free

Though the Boston Public Garden sits right next to Boston Common , the two are quite different. The public garden is newer (established in 1837) and holds the distinction of being America's first public botanical garden. Flowers and trees are beautifully organized and kept in quality condition throughout. You can see the colorful arrangements and exotic trees from the 6-acre pond as you glide along the water in a Swan Boat. Additionally, the park houses two of Boston's most iconic statues: Make Way for Ducklings (a bronze sculpture of a duck and her eight ducklings) and a sculpture of George Washington (which shows America's first president riding on a horse).

Visitors looking to relax after sightseeing will enjoy the Boston Public Garden. Parkgoers say you'll find plenty of shade beneath the park's trees, which comes in handy on hot summer days. Plus, you'll likely spot some ducks and geese swimming around the lagoon. And if you have a few dollars, visitors recommend taking a 15-minute ride on a Swan Boat. The large paddle boats cost $4.50 to ride (or $3 for kids ages 2 to 15 and $4 for seniors); travelers with Go Boston Cards ride for free. Swan Boats are usually available between mid-April and Labor Day.

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North End North End free

Chances are you'll end up in the North End at least once during your visit to Boston. It's steeped in the city's rich history as it holds the title of Boston's oldest neighborhood and houses three attractions on the Freedom Trail . What makes this neighborhood a top point of interest, however, is its Italian culture: The North End is considered Boston's Little Italy.

While Italians weren't the first to settle in this area (English settlers arrived first then European Jews, African Americans and Irish immigrants), their cultural influence on the North End withstood the test of time. Today, you'll find all kinds of Italian food from classic pizza pies served at the popular Regina Pizzeria to Sicilian-style seafood, such as black linguine (made with squid ink) and calamari meatballs at The Daily Catch . For dinner, try Mamma Maria for fine dining, Giacomo's for its affordable, made-in-house pasta or Bricco , which sources its meats and bread from its own meat and bread shop, located right next door. If you’re only interested in pizza, hit up Galleria Umberto for delectable solo slices or Antico Forno for its full-size, wood-fired pies. Prezza is known for its extensive wine list, boasting hundreds of wine labels to choose from. For dessert, make sure to pick up a cannoli at Mike's Pastry or Modern Pastry , or tiramisu at the 24-hour Bova's Bakery .

Museum of Fine Arts Museum of Fine Arts

If you want to make the most out of the Museum of Fine Arts, one of the most comprehensive art institutions in the country, then you'll need to spend a good chunk of your day here. The museum is home to one of the best art collections in the world, including the celebrated Art of the Americas wing. Inside this sprawling collection, you'll encounter galleries showcasing iconic pieces from indigenous cultures in North, South and Central America to works by contemporary artists like Edward Hopper.

You'll also find an impressive collection of Asian art here, plus works from Monet, Renoir, Manet and Rembrandt on display. And in special temporary exhibits, you can admire masterpieces from Black artists like Diedrick Brackens and Picasso, among others.

Boston Common Boston Common free

The grounds of Boston Common started as a cow pasture in the mid-1600s. It was also used for Puritan punishments, like whipping, and even for hangings. In 1768, the area was transformed into a British camp. After the Revolutionary War, the park became a popular locale for public speeches and rallies. Now, the Common is best known because of its status as the oldest public park in the country. You'll also find a variety of activities and events – including theater and musical performances and free fitness classes – hosted here throughout the year. If you plan to traverse the Freedom Trail , you'll start the walk here at Boston Common.

Though some visitors say you won't find much to do in this park, Boston Common is great for picnics or a leisurely stroll. Travelers also mention that this site is a wonderful spot to take young children. In addition to ample running room on the park's green space, kids can play at the Tadpole Playground or Frog Pond. Frog Pond offers a spray pool during the warmer months and an ice skating rink in the winter. Some visitors do note that the park tends to draw Boston's homeless population, particularly at night.

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Fenway Park Fenway Park

U.S. News Insider Tip: If you want to watch a Sox game without a ticket, head to the Bleacher Bar on Lansdowne Street. Located beneath the bleachers of Fenway, the best tables are positioned directly in front of the huge garage window that overlook centerfield. – Jill LeGrow

Fans of America's favorite pastime won't want to miss a game at Fenway Park. Home to the Boston Red Sox, this stadium has been the site of home runs, stolen bases and grounders since 1912. Regardless of whether or not you're a diehard Red Sox fan, you should try to catch a game and admire the ballpark's original architecture. Must-see features of the park include Pesky's Pole – the right field foul pole named after former Red Sox player Johnny Pesky – and the 37-foot-tall "Green Monster" wall in left field.

Isabella Stewart Gardner Museum Isabella Stewart Gardner Museum

After Isabella Stewart Gardner's husband died in 1898, the art enthusiast carried out their plan to buy land in Boston's Fenway area and open a museum to display her impressive collection of Italian art. The museum, which was fashioned after the Palazzo Barbaro in Venice , was completed in 1901, at which point Gardner moved in to the fourth floor and began installing her collection. Today, you can visit this Boston museum to get your fill of the Italian masters, such as Raphael and Titian. The building also showcases a cache of beautiful furniture, photographs, sculpture and rare books straight from Europe. The museum's New Wing, designed by Renzo Piano, includes a glass atrium, greenhouses and landscaped gardens.

The art isn't the only interesting thing here: the museum is also the site of the single largest property theft on Earth. In the wee hours of March 18, 1990, two thieves made their way into the museum disguised as police. The duo stole 13 works, including pieces by Rembrandt, Vermeer, Degas and Manet. Today, the museum has empty frames on the walls as placeholders until the art returns to the museum. As you may have guessed, the crime has not been solved and the works haven't been recovered. The museum is even offering a sizable reward ($10 million) for information leading to the art. 

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Boston Public Library Boston Public Library free

A library isn't always all about books. The main branch of the Boston Public Library in Copley Square, which opened in 1895, is so much more, according to recent visitors who call the architecture "beautiful" and a “must-see.” Walking into the Renaissance Revival building is akin to visiting a museum. On Dartmouth Street, two immense stone lions sculpted by Louis Saint-Gaudens stand guard by the main entrance. Inside, Bates Hall, the library's main reference reading room, is a 218-foot-long room with a barrel-arch ceiling soaring 50 feet high.

Visitors can take a free tour and learn all about the murals found throughout the library, including John Singer Sargent's series on the "Triumph of Religion." Other murals include works by French artist Pierre Puvis de Chavannes, who depicted eight library-centric disciplines in "The Muses of Inspiration," and Edwin Austin Abbey's "The Quest and Achievement of the Holy Grail."

John F. Kennedy Presidential Library and Museum John F. Kennedy Presidential Library and Museum

A must for any history buffs or fans of our nation's 35th president, this excellent library and museum details the life of President John F. Kennedy. Exhibits include his presidential papers; masses of Kennedy memorabilia, including re-creations of his desk in the Oval Office and of the television studio in which he debated Richard M. Nixon in the 1960 election; and artifacts from the U.S. space program. There's permanent display on the late Jacqueline Kennedy Onassis plus plenty of other artifacts and information about Kennedy's life and presidency. The building itself is quite striking and was designed by architect I. M. Pei.

Museumgoers say that while the museum is off the beaten path (it sits about 5 miles south of downtown on Columbia Point), it is well worth the trek thanks to the exhibits and staff. However, some wish the exhibits had a more detailed explanation of Kennedy and events during his life. The views from the museum are amazing, add some visitors.

Boston Harbor Islands National and State Park Boston Harbor Islands National and State Park

If you want to get outdoors in the greater Boston area, consider hopping a ferry (which operates from mid-May through mid-October) to the Boston Harbor Islands. This collection of 34 islands located in the Massachusetts Bay boasts plenty of things to do and see including historic sites, hiking trails, beaches, wildlife and much more. Popular islands include Spectacle, Georges and Peddocks, though ferries also go to Lovells, Grape, Bumpkin and Thompson.

The 114-acre Spectacle Island is a great option for those looking to hike. Here, you'll find 5 miles of trails, including one which leads to the harbor's highest hill, offering incredible views of Boston's skyline. If you’re looking for a place where you can sink your toes into the sand, head to Lovells Island. Here, you’ll find secluded shorelines as well as tide pools (when it's low tide, a whopping 71 acres are added to the island's land mass). Meanwhile, history lovers will enjoy a trip to Georges Island. Georges Island is home to Fort Warren, which the U.S. government used for patrolling and training Union troops as well as housing Confederate prisoners during Civil War times. Peddocks Island, one of the largest of the Boston Harbor Islands, offers a little bit of everything. This island is considered a prime camping spot and features scenic hiking trails that pass through coastal forests, headlands connected by tombolos and the biggest beach of any island. You'll also find a little bit of history thanks to Fort Andrews and a restored chapel from World War II.

Newbury Street Newbury Street free

Located in the Back Bay along eight blocks between Massachusetts Avenue and Arlington Street, Newbury Street is home to gorgeous 19th century brownstones. It's also Boston's premiere destination for dining and shopping. Newbury Street has been called one of the most expensive streets in the world, thanks in large part to the significant cluster of expensive shops on the lower end (by numbered address) nearest Arlington Street.

Starting at the higher end, by Massachusetts Avenue, you'll find more budget-friendly retailers like TJ Maxx and Forever 21, as well longtime local favorites Newbury Comics and Trident Booksellers. In fact, Newbury Comics' opening in 1978 was the catalyst that began the transformation of Newbury Street from a heavily upper-class retail destination to a hipper, trendier spot for everyone.

Samuel Adams Brewery Samuel Adams Brewery

Despite its location outside of city center, visiting the Samuel Adams Brewery is a popular stop for beer lovers. This brewery location acts as Samuel Adams' testing facility for new and specialty brews, which patrons can try. You can also take a guided tour of the facility to learn more about the brewing process.

Whether you're a local or a tourist, odds are you'll enjoy a visit to this brewery. Visitors say the staff is knowledgeable, but note there can be long entry lines.

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Cambridge Cambridge free

Cambridge, which sits about 3 miles northwest of Boston's city center, is home to both Harvard University and MIT , but there's more to see in Cambridge than just the schools themselves. The city features an impressive array of cultural institutions that feature collections and exhibitions ranging from fine art to technological innovations.

The Harvard Art Museums , which include the Fogg Museum, Busch-Reisinger Museum and Arthur M. Sackler Museum, house a wide range of periods, styles and mediums within its walls. Here, you’ll find a mix of modern photography, 13th century sculpture, paintings from legends like Georgia O’Keeffe, Picasso and Jackson Pollock, and much more. If you prefer history, head to the Peabody Museum of Archaeology & Ethnology , which boasts exhibits exploring everything from ancient Latin American cultures to the evolution of American eating habits and tableware to the lives of Native Americans. If science is more your speed, head to the Harvard Museum of Natural History to view dinosaur fossils, rare minerals and animal specimens from New England to Asia.

Beacon Hill Beacon Hill free

Beacon Hill is arguably Boston's most beautiful neighborhood. Located north of Boston Common , Beacon Hill is awash with quaint, cobblestone-lined alleyways, corners dotted with gas street lamps, stately townhouses affixed with bay view windows and vibrant, flower-filled window boxes. It's Beacon Hill's incredible style, a stunning mix of Federal and Greek revival architecture, that make this neighborhood an attraction in and of itself. And recent visitors couldn't agree more.

Travelers who venture to Beacon Hill are charmed by its beauty and say that it's the perfect place to take a long stroll and wander around. While here, make sure to make your way to noteworthy spots including the picturesque Louisburg Square and Acorn Street, the latter of which is one of the most photographed places in Boston. After, head down Charles Street, where you'll find restaurants, shops and bars. Fans of the TV show "Cheers" will want to walk down Beacon Street to find the bar that inspired the program.

Old North Church Old North Church

Most people who know anything about American history have heard of Paul Revere's famous midnight ride, when he rode through town to warn people about the arrival of British troops. Before heading off to Lexington, Revere gave orders at Old North Church. Robert Newman – the church's sexton – and Captain John Pulling Jr. – the church's vestryman – then climbed the steeple and held two lanterns as a signal that the British were indeed coming, but by sea.

The church itself, which is officially named Christ Church, is filled with beautiful relics from the past, including North America's oldest set of change ringing bells and chandeliers brought in from England in the early 1700s. The pews have a long history as well; Pew No. 54 was reserved for Paul Revere's son.

Boston Children's Museum Boston Children's Museum

With a giant milk bottle structure at the front of the building, it's hard to miss the Boston Children's Museum. Here, hands-on exhibits present a fun and engaging way for kids to learn about various sciences, culture, art and health and wellness, among other subjects. Among the museum's standout exhibits are "Construction Zone," where little ones can learn about and play with kid-sized construction equipment, "The Common," where kids play with color, games and music, and "Japanese House" – a 100-year-old authentic Japanese house reconstructed in Boston by Japanese carpenters.

Museumgoers praise the variety of engaging exhibits tailored to kids within different age groups and can't recommend it enough. Others warn the museum gets crowded, especially in the summer.

Rose Fitzgerald Kennedy Greenway Rose Fitzgerald Kennedy Greenway free

Boston is packed with cool outdoor spaces, but this nearly 1½-mile-long series of parks and gardens offers more than most. The Rose Fitzgerald Kennedy Greenway was established to link Boston's diverse neighborhoods through a series of lawns, parks and walkways that occupy a former highway tunnel. Since opening in 2008, visitors have flocked to this sprawling green space to enjoy temporary public art displays, bubbling fountains, numerous food vendors and a carousel. Plus, the park offers free weekly events, including food and art festivals, summer concert performances and seasonal fitness classes.

Many previous visitors said the Rose Fitzgerald Kennedy Greenway not only offers a much-needed respite from the city, but also an easy way to explore Boston with kids during the warmer months. And, in many sections of the Greenway, you're never more than a few steps away from the Freedom Trail .

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Boston Tea Party Ships & Museum Boston Tea Party Ships & Museum

This hands-on museum offers an entertaining look at one of Boston's pivotal moments. You can toss (fake) tea overboard, climb around replica ships and converse with period actors about Colonial issues. Exhibits at the museum, which is located on Griffin's Wharf (close to where the actual Tea Party occurred on Dec. 16, 1773) include 3D holograms, talking portraits and the Robinson Tea Chest, an authentic tea chest from the Boston Tea Party. Two of the three ships have been recreated, the Beaver and the Eleanor, which are fun to explore. The film "Let It Begin Here" depicts the events that immediately preceded the American Revolution. You can also grab a cup of tea or a snack in Abigail's Tea Room, which has one of the best views of the harbor around.

Visitors love the interactive nature of the museum and tossing tea overboard, saying their time there was entertaining for all ages. They also add that the guides are informative and stay in character.

Museum of Science Museum of Science

If you're traveling with young ones in tow, be sure to swing by the Museum of Science. Here, kids can learn about astronomy, earth sciences and anatomy, not to mention participate in some fun interactive exhibits. Budding scientists can examine the Arctic in "Arctic Adventure: Exploring with Technology" exhibit or play on swings to learn about physics in "Science in the Park." The museum also features the Charles Hayden Planetarium, where you can indulge your inner astronaut during shows. Meanwhile, at the Mugar Omni Theater, you'll feel like you're actually in the IMAX film thanks to its cutting-edge sound technology and five-story-high projection screen.

Although the museum is very kid-focused, past visitors said that young-at-heart adults and even teens will get a kick out of the museum's engaging displays and shows. Though most travelers spend about half a day exploring the museum, you could easily allocate an entire day to this attraction. Also, remember that separate tickets (which cost extra) are needed for some museum features, such as IMAX films, planetarium shows and the Garden Walk and Insect Zoo.

Boston Duck Tours Boston Duck Tours

Wander Boston for a couple of hours and you're sure to see a Duck Tour quacking its way through the streets (and waterways). These "Truck Duck" vehicles recreate the look of a DUKW truck used by the U.S. military during World War II and transport tourists all over the city by land and water. The tours drive past a number of landmark sites including the Old State House, Newbury Street , Prudential Tower, Public Garden and the Swan Boats, and Copley Square (home to the Boston Public Library ). Once launched into the water, you'll cruise down the Charles River checking out MIT, the Longfellow Bridge, as well as the Esplanade and the Hatch Shell. 

Besides giving tours around the city, Boston Duck Tour boats have been used in all of the victory parades since 2002 for the Patriots, Red Sox, Celtics and Bruins (the city's major teams for football, baseball, basketball and hockey, respectively). What started off simply as a way to roll the Patriots through downtown Boston for a Superbowl celebration has turned into a much-loved tradition that continues today.

Boston Symphony Orchestra Boston Symphony Orchestra

Even if you're not a classical music aficionado, you can't miss attending one of the Boston Symphony Orchestra's world-renowned performances at Symphony Hall. The BSO began performing in 1881. Today, the symphony performs everything from family shows to traditional concerts and Boston Pops – a lively performance filled with singing and a variety of music. The BSO performs at Symphony Hall from September through April, then heads to Tanglewood (which is about 130 miles west of Boston) in the summer.

Past spectators not only praised the world-class talent, but also noted the impressive acoustics of Symphony Hall as a main selling point for attending future concerts. If you can't score tickets to an orchestra performance, consider taking a free tour of Symphony Hall. Tours, which are offered in the fall, winter and spring, provide information about the property, as well as insight into the orchestra's musicians and conductors.

New England Holocaust Memorial New England Holocaust Memorial free

Gaze up at the six 54-foot glass towers that comprise the New England Holocaust Memorial, and you're bound to be awestruck. Dedicated in 1995, each haunting tower is etched with numbers. The 6 million numbers represent the Holocaust's victims, while the towers represent the six major death camps. There is also a granite path covered in quotes from survivors that leads visitors inside the towers.

Recent visitors described walking through the columns as an emotionally charged and unforgettable experience. The monument's location next to Faneuil Hall Marketplace makes it very accessible while walking the Freedom Trail .

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Paul Revere House Paul Revere House

For a glimpse of what life was like in the late 1700s, head to Paul Revere's former residence in the North End . The house, which is situated on the Freedom Trail , offers insight into how homes looked in Revere's time (it's even filled with period pieces, including fine silver). Inside, history fans can admire the building's sweeping beams, spacious fireplaces and some original furnishings owned by the Revere family.

If you like American history, travelers say you'll enjoy seeing the Paul Revere House. This house is small, though, so don't allot more than an hour to tour the property. Docents are friendly and knowledgeable.

Massachusetts State House Massachusetts State House free

The golden-domed Massachusetts State House is an important building for many reasons and is one of the stops on the Freedom Trail . The land it sits on was originally used as John Hancock’s cow pasture. It was designed by Charles Bulfinch and completed in 1798 and the cornerstone was laid by Samuel Adams in 1795. A copper dome was installed by Paul Revere in 1802 (later covered in gold). Nowadays, senators, state representatives and the governor conduct the Commonwealth's business here.

Free tours are offered by docents who explain the building's history and discuss the important art and architecture within. Make sure to look for the Sacred Cod in the House of Representatives Chamber. The almost 5-foot wooden cod symbolizes the importance of the salt cod industry to the area.

New England Aquarium New England Aquarium

Your kids will find plenty to love at the New England Aquarium, starting with the Atlantic harbor seals that hang out just beyond the ticket booth. Inside, you'll find thousands of marine critters to study, and at the center: the Giant Ocean Tank. This four-story tank includes a coral reef habitat that houses more than 1,000 underwater creatures including green sea turtles, eels and barracuda. In other parts of the aquarium, you'll find exhibits dedicated to penguins, sea jellies and seadragons, plus a six-story high projection movie screen with digital surround sound, where you can watch films about sea creatures and more. And don't forget to check out the Shark and Ray Touch Tank, which allows visitors to graze sharks and rays as they swim by.

While some visitors bemoan the aquarium's compact size (which, in turn, made for thick crowds), many appreciate the attraction's variety of animals. Several travelers also recommend watching a penguin or seal feeding.

USS Constitution USS Constitution free

U.S. News Insider Tip: Every July 4th, the USS Constitution takes her annual "turnaround" sail in Boston Harbor. The particular sail is the only one open to the public and the US Navy holds a lottery with the lucky winners getting to board "Old Ironsides." – Jill LeGrow

History lovers, boat enthusiasts and military aficionados alike can't miss the chance to board the USS Constitution. Docked at the Boston National Historical Park in Charlestown, this historic vessel is the world's oldest commissioned warship still operational today. It is helmed by United States Navy sailors, who also serve as the ship's guides. The ship's accompanying museums displays nearly 2,000 artifacts related to the ship's history.

Bunker Hill Monument Bunker Hill Monument free

Bunker Hill Monument is part of the Boston National Historical Park and a stop on the Freedom Trail . The first major battle of the American Revolution took place on Breed's Hill in June 1775, though originally it was supposed to take place on nearby Bunker Hill. Names aside, the British won the battle but fared worse than their American foes. The British sacrificed about nearly half of their 2,400 men; American casualties were between 300 and 500 out of an army of 1,400 to 1,800 soldiers. Construction of the monument started in 1827 and was completed in 1842. The 221-foot granite obelisk offers fabulous views from its observatory, though you have to work for it by climbing 294 steps to the top.

Start your visit at the Bunker Hill Museum, located across the street. Exhibits explain the Battle of Bunker Hill, the construction of the monument, and the history of Charlestown. Free tickets are required to climb the monument and you can also pick them up at the museum. Visitors enjoy the museum and say the monument is awe-inspiring and the grounds beautiful.

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View Boston View Boston

U.S. News Insider Tip: To save some cash on your sightseeing, pick up a Boston CityPass which allows you to visit up to four attractions (such as the Museum of Science , New England Aquarium , Boston Harbor City Cruise and View Boston) for one discounted price. – Jill LeGrow

Replacing the iconic Top of the Hub restaurant and Skywalk Observatory that closed in 2020, View Boston opened in June 2023 to offer 360 panoramic views of Boston from atop the 52nd floor of the Prudential Center. Taking over the top three floors of the Prudential Center, View Boston includes an observatory, a wraparound roof deck and indoor/outdoor cocktail bar called Stratus, and a floor with interactive exhibits such as a projection-mapped 3D model of Boston. There's also Beacon, a bistro offering seasonal beverages and food.

The Mapparium The Mapparium

Located at the Mary Baker Eddy Library, this three-story, stained glass globe never fails to elicit wonder. Designed by the architect of the Christian Science Publishing Society building, Chester Lindsay Churchill, the globe depicts the world as it was in 1935.

The "How Do You See the World" experience includes the globe; the "Our World: Mapping Progress," which highlights humanity's achievements since 1935; and "Points of Progress," where you can learn about significant events in human rights, scientific advances, exploration, and other fields. A 10-minute audio narration features clips from President Franklin D. Roosevelt, Jane Goodall, Wangari Maathai (a Kenyan Nobel laureate) and others. One of the coolest features of the globe is that it is a "whispering gallery." Stand at one end of the gallery while a friend stands at the other. Whisper something to them and they will be the only one to hear it.

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8 of the best day trips from Boston

May 23, 2023 • 6 min read

From the beaches of Cape Cod to the historic museums in Plymouth, here are the best day trips from Boston © Cavan Images / Julia Cumes / Getty Images

Boston is rich with historic sites, artistic venues, swanky restaurants and outdoor adventure, and if you want to keep exploring, there’s even more to discover in the areas surrounding the city.

Battle sites, beaches, colonial landmarks, creative outposts and of course seafood – plenty of seafood! – are all within striking distance of Boston and mostly accessible by train, boat, bicycle and bus.

From Salem to Cape Cod, here are the best day trips from Boston.

1. Take the ferry to Provincetown, Cape Cod

Travel time: 1 hour 30 minutes

At the outer tip of Cape Cod, Provincetown offers many delights for one little town – a collection of glorious beaches and bike trails through the dunes along the Cape Cod National Seashore , a vibrant artist community with galleries lined along Commercial St and a dynamic LGBTIQ+ scene. Another bonus: top-notch restaurants, such as Canteen , serving lobster rolls and crab paninis.

How to get to Provincetown from Boston: Provincetown is about 115 miles southeast of Boston. If you’re just coming for the day, the best way to get here is by ferry, operated by Boston Harbor Cruises (from Long Wharf) or Bay State Cruise Co (from the Seaport District).

2. Witness history at Minute Man National Historical Park

Travel time: 35 minutes

See where the Revolutionary War began on April 19, 1775, when colonial Minutemen stood up to the British Regulars who had marched out from Boston to confiscate their weapons. The two sides faced off first on the village green in Lexington (now called Battle Green ), and then near the North Bridge in Concord.

The National Historical Park includes the battle site at the North Bridge , as well as the route the soldiers followed (now called Battle Road ). Walking trails weave through the picturesque New England countryside past two informative visitor centers and a handful of historic buildings, where you can see ranger talks and musket demonstrations. Stop for a snack at Via Lago Café in Lexington or the Concord Cheese Shop in Concord.

How to get to Minute Man National Historical Park from Boston:  It's easiest to drive, but it's possible to take public transport. From South Station in Boston, MBTA commuter trains go to Concord. From the train depot, it’s 1.5 miles to the North Bridge Visitor Center, but you’ll need a vehicle to explore Battle Road. Ambitious travelers can cycle from Cambridge to Lexington on the Minuteman Commuter Bikeway (7 miles) and then continue to Concord via Battle Road (7 miles).

3. Remember the victims of the witch trials in Salem

Travel time: 1 hour

Salem has a rich but checkered history, from the colony’s tragic persecution of so-called witches in the 17th century to the town’s heyday as a maritime center in the 18th century. A score of sites recall the former, including a moving Witch Trials Memorial in honor of the victims.

Visitors can learn more about the area's rich sailing tradition at the Salem Maritime National Historic Site , which incorporates a handful of 18th-century buildings along Derby Wharf. Salem’s uncontested treasure is the Peabody Essex Museum , a wonderful collection of art and artifacts amassed from maritime trade. Stop at  Gulu-Gulu Cafe  when you need to recharge.

How to get to Salem from Boston: MBTA commuter trains run hourly from North Station to Salem. You can also take a pleasant ferry ride from Long Wharf, operated by Boston Harbor Cruises.

4. Learn about the Pilgrims in Plymouth

In 1620, a hardy band of Pilgrims set up the first permanent European settlement in New England at Plymouth. Visit the replica Mayflower II to imagine what their journey across the ocean might have been like. Afterward, head to  Plimoth Patuxet Museums  to experience what life in the settlement was like for the Pilgrims and the Native people who have lived there for more than 10,000 years.

Both sites are historically accurate "living" museums, with costumed actors portraying actual historical figures. You'll find plenty of places to stop for lunch along Plymouth’s main drag, such as  KKatie’s Burger Bar .

How to get to Plymouth from Boston:  MBTA commuter trains travel from South Station in Boston.

5. Admire the architecture in Providence

Providence , the capital of Rhode Island , is like Boston’s smaller sibling, with attractive walkable neighborhoods, elegant 18th-century architecture , dynamic and artsy student populations , and its own leafy Ivy League campus .

There's a lot going on here food-wise as well, some of it due to the presence of a world-class culinary school (Johnson & Wale), which means there’s a good meal just around the corner. Try Julian’s for lunch or brunch. On summer nights, the riverside Waterplace Park comes alive with street performers, art vendors, food trucks and dancing flames at  WaterFire , a non-profit arts organization.

How to get to Providence from Boston: MBTA commuter trains run from South Station to Providence. Amtrak trains are more expensive and slightly quicker.

6. Head to Cape Ann for seafood, beaches and whale watching

Travel time: 1 hour by car, 2 hours 30 minutes by public transportation

Welcome to "the other Cape," located along the North Shore of Massachusetts. The heart and soul of Cape Ann is Gloucester, a gritty fishing town with a thriving art colony at Rocky Neck and whale-watching cruises out to Stellwagen Bank .

Gloucester’s quaint, touristy counterpart is Rockport, with Motif No 1 on full display and souvenir shops lined up along Bearskin Neck. The rest of Cape Ann is a patchwork of beautiful coastal beaches and interior walking trails. Get your seafood fix at Causeway Restaurant in Gloucester or Roy Moore Lobster Co in Rockport.

How to get to Cape Ann from Boston: The MBTA commuter rail runs from North Station to both Gloucester and Rockport. The Cape Ann Transportation Authority operates five bus routes to beaches and villages around Cape Ann.

7. Swim, hike and explore at Boston Harbor Islands

Travel time: 50 minutes

Some 34 islands are scattered about Boston Harbor, comprising a unique state park that’s an easy jaunt from the city. Take your pick from Georges Island , site of Civil War-era Fort Warren, or Spectacle Island , with a supervised swimming beach and a rewarding lookout.

You can go farther afield to more remote islands that offer trail walking, bird-watching, fishing and swimming. Both Georges and Spectacle have good snack shacks, but there is no food or water on the outer islands. Packing a picnic is recommended.

How to get to Boston Harbor Islands from Boston: Boston Harbor Cruises offers seasonal ferry service from Long Wharf to Georges and Spectacle Islands, where another boat service runs to the outer islands.

8. Escape commercialism at Martha's Vineyard

Travel time: 2 hours 15 minutes

Bathed in unique beauty, Martha's Vineyard attracts wide-eyed day-trippers, celebrity second-home owners and urbanites seeking a restful getaway. The 15,000 year-round residents include many artists, musicians and back-to-nature types.

Just 7 miles off the coast of Cape Cod, Martha's Vineyard remains untouched by the kind of rampant commercialism found on the mainland – there's not a single chain restaurant or cookie-cutter motel in sight. Instead you'll find cozy inns, chef-driven restaurants and a bounty of green farms and grand beaches. Enjoy fine dining in gentrified Edgartown or hit the cotton candy and carousel scene in Oak Bluffs.

How to get to Martha's Vineyard from Boston: It's about a 90-minute drive from Boston to Woods Hole. From there, the car ferry to Martha's Vineyard takes around 45 minutes.

This article was first published Aug 21, 2019 and updated May 23, 2023.

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Adventures in New England

A local's guide to savoring the history, culture, food and nature of the Northeast USA

19 Fabulous Day Trips from Boston

If you are planning a road trip from southern New England, Boston can be a perfect base as it is centrally located. You can get a hotel and then take many great day trips from Boston to experience the best that this area has to offer.

You will want to start by taking a few days to experience New England’s largest city’s feel. You can read my guide for One Day in Boston with Kids (still a good overview even for adults). Also, be sure to check out my list of hikes right around Boston .

Table of Contents

Short Day Trips from Boston

These day trips from Boston are around an hour’s drive from Boston.

Salem, Massachusetts

Witch City, USA, also has a fantastic art museum and Hawthorne’s House of the Seven Gables. Read on for how to spend a day in Salem. 

Fall River and New Bedford, Massachusetts

This center of fishing life in colonial New England is now predominately Portuguese. You can visit the New Bedford Whaling Museum, the church that was part of Herman Melville’s Moby-Dick inspiration, and the Lizzie Bordon House.  Read more about the area in Haunted New England.

Rockport, Massachusetts

Spend a day exploring this picture-perfect fishing village on the coast north of Boston.

Cape Cod, Massachusetts

There is a lot to explore on this peninsula south of Boston, but you can explore the upper Cape in one day from Boston. Most of my exploration of the Cape has been by bicycle.

Portland, Maine

This foodie town also has lighthouses and parks to explore. Check out 47 Cool Things to Do in Portland, Maine.

Providence, Rhode Island

The capital of Rhode Island has canals to stroll along, great restaurants, and art museums. Read on for The Best Things to Do in Providence.

Newport, Rhode Island

This colonial town on Aquidneck Island has excellent beaches, hiking, dining, and a lot of history. Explore A Local’s Guide to Newport.

Sutton, Massachusetts

Hike this trail along the base of the 75-foot rock Purgatory Chasm and get ice cream at the farm next door. Read more about a day at Purgatory Chasm.

Concord, Massachusetts

Concord was not only an important location in the American Revolution but also in American Literature. Walden Pond sits in Concord, as well as Louisa May Walcott’s home. Read my itinerary for one day in Concord, Massachusetts.

Plymouth, Massachusetts

Visit the recreation of the Native American and pilgrim colony following the landing at Plymouth Rock.

New Bedford, Massachusetts

Explore the colonial whaling capital of the world, located on the southern coast of Massachusetts. This area also has a large Portuguese population, a fort, and was a stop on the Underground Railroad.

Read about how to spend a day in New Bedford. 

Whole Day Trips from Boston

It will take about 2 hours to get to these full-day trips from Boston.

Martha’s Vineyard

Sand dunes, farms, Kennedy history, and gingerbread cottages, this island off the coast of Massachusetts will introduce you to the best New England has to offer. Read on for Things to Do in Martha’s Vineyard .

Woodstock, Vermont

Woodstock is sometimes known as the quintessential New England town. It is nestled in Vermont’s Green Mountains and alive with the state’s art culture. Plan your day with Things to Do in Woodstock, Vermont.

Northampton, Massachusetts

This arty town in northwest Massachusetts is the home of Smith College. Read on for how to spend a day in Northampton.

The Berkshires, Massachusetts

One of the most transcendent concerts you can experience will take place at Tanglewood in the rural mountains of western Massachusett. The Berkshires give ample opportunities for hiking, leaf-peeping, and exploring small New England towns.

New Hampshire’s White Mountains

Take a foliage drive or go waterfall hunting through the White Mountains.

Mystic, Connecticut

Explore the seaport at this colonial town on the Mystic River. Investigate more things to do in Mystic.

Mount Major, New Hampshire

The views from the peak of this half-day hike are incredible. You will see New Hampshire’s lakes and highest peak, Mount Washington, in the distance. Learn more about climbing Mount Major.

Shelburne Falls, Massachusetts

This village nestled in the Berkshire Mountains has the Bridge of Flowers, a waterfall, glacial potholes and an art-filled downtown. Read about how to spend a full day in Shelburne Falls.

Which day trips around Boston have you taken? Which are the highest on your list? Please let me know if you have any questions in the comments.

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12 thoughts on “19 Fabulous Day Trips from Boston”

I love this list! Boston is such a cool city and I love the idea of spending more time there and venturing out so this list is so helpful!

So many great day trip options from this city! Nice when there is that option, for travellers, it means you can extend your holiday. Make Boston your home base and see some of those smaller towns you have listed. I would love to see more of the nature, in New Hampshire, like Mount Major or Massachusetts with Martha’s Vineyard.

Such great day trip plans even a month of stay there will not suffice to experience it all! The short day trips really sound good and doable. I have not been to Boston yet, but hopefully I will some day with this helpful post! Great pic to go with the post.

Wow! So many things to do. It would really be worthwhile to make Boston a base for a week and do these trips to immerse yourself in the region.

Visiting the east coast has always been something i’ve wanted to do. I’ve seen Boston & DC but that’s about it! Rhode Island, Connecticut, Vermont, Main, I want to see them all!

Funny enough I’ve heard most of these day trips destinations from Boston although I don’t know their locations to Boston. I would like to visit most of them, but I think Fall be the best time?

Some of the locations are close enough for a day trip but would plan an early start in the day because even though they are close enough for a day trip, traffic can play a big factor especially during rush hours… planning a trip to the South Shore or Cape Cod offers only 2 travel lanes for most of the trip once you are on Route 3 which starts in Braintree which is about 9 miles south of Boston and the from Braintree to the beginning of the cape it’s about 45 miles or so… I mention this trip because I am very familiar with this section of MA and I live in Plymouth which is about 10 miles from Cape Cod… The Fall or Spring would be best as far as traffic to the cape but many places close down from Oct to Apr because many businesses depend on tourists during the Summer.

You are right about Boston traffic being a bugger. It is always best to consult Google traffic before leaving, start early or consider public transport. I love travelling in shoulder season.

While there’s still so much to see and do on my actual Boston list, I *did* take a day trip from Boston during one of my visits. We followed your recommendation to visit Providence, RI, and had a lovely day!

I just love the northeast and you’ve given me even more places to explore up there! Perfect fall long weekends!!!

Cape Cod, Massachusetts would be my #1 choice. Haven’t been since I was little and have such fond memories!

I have been to Boston several times now and even took a trip up to Maine & Connecticut once but I have been quite lax on visiting the other areas. For me, I really want to see more of the New England Coastal areas like Providence and I know Darcee would love to see Martha’s Vineyard!

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Budget Travel With Gabby

Travel tips, budget travel guides, volunteering stories, more!

21 Best Day Trips From Boston, Massachusetts

Here are my favorite day trips from Boston, MA, ranging from cities and charming seaside towns to national parks, state parks, and more!

Because I was born and raised in Massachusetts, I’ve spend much of my life exploring New England .

Though exploring my home didn’t excite me as much as going overseas, I have grown to love and appreciate the beauty and charm of New England.

So I’ve decided to write a post about the best day trips from Boston, MA.

Boston is one of the USA’s most incredible cities. It’s packed with history, architecture, museums, nightlife, and lots of cool attractions .

If you’re visiting Boston and you’d like to escape the city for a day, here are some beautiful day trips from Boston. I’ll also include some fun weekend getaways at the end!

Save money on Boston’s top attractions with the Boston City Pass !

How To Get Around On Day Trips From Boston

I would like to note that public transportation in the US is not great. There are some buses and trains, but having a car is the best way to get around.

Consider renting a car for the day if you want to visit one of these places. You don’t need a car in Boston itself though. Parking is expensive and honestly, Boston is a nightmare to drive around.

But if you want to leave the city and explore more of New England, it’s worth renting a car!

There are also some day trips from Boston without a car such as Salem, York, Plymouth, and Martha’s Vineyard. For these destinations I’ll link to some guided day trips that include transport.

That saves you the hassle of driving and navigating on your own!

What are the best day trips from Boston?

From Martha’s Vineyard and Cape Cod to some lesser known New England destinations, here are some of the best day trips from Boston!

Whether you want forest, beach, historic villages, or classic New England towns, there is lots to see and do outside the city.

Visit iVisa.com to apply for your visa for the USA!

1. Bolton, MA

• 40 minutes from Boston

Bolton is a peaceful residential town in Central Massachusetts. This is near where I grew up, and there is actually a lot to do here!

Pick your own apples in autumn at Bolton Spring Farm. Or visit Bolton Orchards for that classic rural New England farm stand. Here you can drink fresh apple cider, grab a homemade sandwich at the deli, or get an ice cream from the cafe.

Or if wine is more your style, head to Nashoba Valley Winery for wine tasting and nibbles outside overlooking the countryside.

2. Salem, MA

Located a short drive north of Boston, Salem is a historic Massachusetts town made famous by the Salem Witch Trials of the late 1600s.

A day trip to Salem from Boston allows you to explore the area’s rich maritime history through museums, landmarks, and historic sites around town.

The best way to learn all the fun facts about Salem is on a guided night walking tour ! You can also book a day trip from Boston to Salem via ferry that includes a visit to the Witch Museum. This is one of the best day trips from Boston without a car.

3. York, ME

• 1 hour from Boston

At just over an hour drive from downtown Boston, York is a beautiful seaside town in Maine.

Here you can enjoy the beach, tour a brewery or distillery, go golfing, and get ice cream or lobster rolls at a local restaurant. Be sure to also check out the iconic Nubble Lighthouse.

Book this highly-rated day trip from Boston that includes the highlights of Maine’s south coast such as York, Kennebunkport, and Ogunquit.

4. Purgatory Chasm State Reservation, MA

Located in Sutton, Massachusetts, Purgatory Chasm is a great place to stretch the legs outside Boston.

Full of huge rock formations, lush forests, and walking trails, this place is perfect for nature lovers and families.

But the rocks can be slippery in snow, rain, or ice, so avoid hiking in winter or wet weather.

Parking is $5 for MA residents and $20 for non residents.

5. Newport, RI

• 1 hour and 45 minutes from Boston

This charming Rhode Island city is one of the coolest places to visit in New England.

Known for its historic mansions, fun nightlife, cool shops, and beautiful coastline, there is so much to do in Newport.

Check out the unique shops on the historic Thames Street or go on a scenic boat cruise in Narragansett Bay. Stroll along the Cliff Walk or surf at Easton’s Beach.

Check out my full list of the best things to do in Newport here !

6. Douglas State Forest, MA

• 1 hour and 15 minutes from Boston

A beautiful place to escape into nature near Boston is Douglas State Forest .

The state park is open sunrise to sunset, and parking fees are charged between May and October for $9 (MA residents) or $30 (non-residents).

Douglas State Forest offers all sorts of outdoor activities including hiking, swimming, boating, horseback riding, fishing, bird watching, mountain biking, or cross country skiing and snowshoeing in winter.

7. Hampton Beach, NH

One of the best places for a beach day near Boston is Hampton Beach, New Hampshire.

The long strip of golden sand is framed by a lively boardwalk packed with eateries, arcades, souvenir shops, and entertainment venues.

It’s a popular spot for surfing as well, though the water is always freezing cold! You can also go swimming, walking, fishing, exploring, and camping at Hampton Beach State Park .

8. Cape Cod, MA

• 1-2 hours from Boston

Often referred to ask the “arm of Massachusetts”, Cape Cod is the peninsula that juts out into the Atlantic Ocean from the state’s eastern side.

A popular holiday spot and retirement destination for Massachusetts locals, Cape Cod is known for its charming towns, sandy beaches, and laid-back coastal vibe.

Cape Cod is packed with bustling towns like Falmouth, Mashpee, Hyannis, Bourne, Chatham, and Provincetown. Though every corner of the Cape has something special about it.

Flanked on both sides by sand dunes and beaches Cape Cod offers plenty of places to relax on the sand, swim in the sea, bike along the shore, and go on whale watching cruises .

Cape Cod National Seashore is a protected area of coastline where you can explore historic lighthouses, wildlife-filled marshes, and biking trails.

9. Old Sturbridge Village, MA

• 1 hour and 10 minutes from Boston

Whether you’re a history lover or you’re traveling with kids, Old Sturbridge Village is an educational and interactive place to visit near Boston.

Old Sturbridge Village is like a living museum! Wander through the sprawling replica of a rural Massachusetts town from the 1830s and learn what life was like back in the day.

10. Providence, RI

The exciting capital city of Rhode Island is just 1 hour from Boston!

A day trip or even a weekend trip to Providence is well worth it because this city is packed with entertainment and culture.

Visit a museum, explore a local art market, go on a ghost tour , or indulge in the nightlife. I’ve had so many fun experiences in Providence over the years and it’s truly an awesome city.

11. Keene, NH

• 2 hours from Boston

Keene is a quaint town in southwest New Hampshire that also makes a nice day trip from Boston.

Known for being a college town, Keene has a walkable town center full of classic New England architecture, cute cafes, green spaces, and nice restaurants.

There are also some great hiking trails around Keene, such as Mount Monadnock.

Harry Potter nerds should consider visiting Keene during the last week of July, also known as “Keene Wizarding Week”, when all the local businesses around town have Harry Potter-themed events and decorations!

12. Plymouth, MA

Plymouth is known for being the arrival point of the pilgrims who came over from England in 1620. It’s where the first European Settlement in New England began, thus playing an important role in US history.

Tourists flock to Plymouth to see the famous Plymouth Rock and the exact replica of the Mayflower II, the ship that the pilgrims arrived on.

Plymouth also has cool museums, gardens, walking trails, forests, and even a winery.

You can book a day trip to Plymouth if you’re looking for day trips from Boston without a car! This includes Boston hotel pick-up, guided tours around the historical sites, and a stop in Quincy (another historic Massachusetts town where 2 US presidents were born).

13. Walden Pond, MA

• 30 minutes from Boston

Located in Concord, Massachusetts, Walden Pond is one of the easiest day trips from Boston.

Here you can stroll through the peaceful nature, swim in the pond, or try water sports such as kayaking, canoeing, or boating.

Walden Pond became famous when Henry David Thoreau wrote an entire book about the beauty of nature here (the book was titled Walden ).

So if you’re looking to escape the city and really dive into the natural beauty of Massachusetts, Walden Pond is the place to go.

14. Kittery, ME

Kittery is an adorable coastal town located near Maine’s southern border.

With pebbly beaches, cozy seafood restaurants, and unique museums, Kittery has lots to offer day trippers from Boston.

Go bike riding around the historic Fort Foster and eat a Maine lobster at Chauncey Creek Lobster Pier. Or shop for local produce at the Kittery Community Market on Sundays.

Go for a chilly ocean swim at Crescent Beach or Seapoint Beach. Kittery has lots of places to get outside and soak in the salty, seaside air!

15. Plum Island, MA

A beautiful barrier island located off the coast of northern Massachusetts, Plum Island is the perfect summer getaway from the city.

It’s about 11 miles long and filled with soft sandy beaches, lobster shacks, and the protected ecosystems of the Parker River National Wildlife Refuge.

Sandy Point State Reservation is also a great place for bird watching, sunbathing, and exploring the peaceful nature.

16. Portland, ME

Portland is a super cool city in Maine that is one of the best day trips from Boston.

This small city has new art galleries, ice cream shops, live music venues, dispensaries, museums, and more popping up all the time.

Grab a brew at Allagash Brewing Company, enjoy the views at the Portland Head Lighthouse, or check out the Portland Museum of Art.

Take your sightseeing to the waters with a scenic cruise , or cover more ground on a historic trolley tour !

More Day Trips From Boston (Better Suited To Weekend Trips)

There are so many amazing places to visit on a weekend trip from Boston, including New York City and Acadia National Park. These are about a 4 hour journey from Boston though, so you probably wouldn’t want to do these as a day trip.

However, here are some more epic locations that could be done as either a day trip or a weekend getaway.

The drive is around 2-3 hours for all of these. So you’d be better off on a weekend trip unless you want to wake up early and smash out lots of driving in one day.

Use Skyscanner to find the cheapest flights around the US!

17. Martha’s Vineyard, MA

• 2 hours and 45 minutes from Boston

Martha’s Vineyard is an iconic Massachusetts getaway. It’s a bit of a mission to get there from Boston, which is why it’s better suited to a weekend trip.

Travel by car, bus, or ferry to Wood Hole in Falmouth, Cape Cod. Then catch the ferry over to Martha’s Vineyard.

Or book a convenient day tour from Boston that includes all your transport so you can visit the island without all the hassle.

Once you arrive, spend the day strolling through the little town center, where there are quirky stores, seafood restaurants, fudge shops, and plenty of other cute attractions.

The colorful, intricate, fairytale houses of Oak Bluffs Campground are a highlight of Martha’s Vineyard as well!

18. White Mountains, NH

• 2.5 hours from Boston

The White Mountains in New Hampshire are a haven for wilderness lovers.

Filled with towering peaks, challenging trails, epic gorges, quaint mountain towns, and more, this located offers a wholesome getaway from the city.

Flume Gorge is a super cool attraction to check out. For those classic New England fall foliage views, visit the White Mountains in October or November!

Read my complete hiking guide to Flume Gorge for more info.

19. Block Island, RI

• 3 hours from Boston

This tiny but fun island off the coast of Rhode Island is another top beach destination in New England.

Admire the sand dunes at Mohegan Bluffs, hike along the Clay Head Nature Trail, or admire one of the few adorable lighthouses.

Block Island is also filled with beaches, restaurants, bars, and cozy inns if you want to stay the night.

20. Nantucket, MA

• 3.5 hours from Boston

Nantucket is another stunning island that you can get to in a few hours from Boston!

You’ll need to get yourself to Hyannis in Cape Cod and then catch the ferry from there. Consider combining Nantucket into a weekend trip to Cape Cod if you want!

Top things to do on Nantucket include strolling the Sconset Bluff Walk, seeing Brant Point Lighthouse, and visiting the Whaling Museum.

And of course, hitting the beach. Sconset Beach, Jetties Beach, Madaket Beach, and Steps Beach are top choices.

21. Lake Winnepesaukee, NH

One of the top destinations for a weekend trip from Boston is Lake Winnepesaukee, the largest lake in New Hampshire.

Nestled at the foothills of the White Mountains, New England locals flock here in summer for boating, swimming, and enjoying that lazy lake life.

Popular beaches on Lake Winnepesaukee include Weirs Beach, Bartlett Beach, and Allen Albee Beach.

Other highlights of the area include the local museums, riding the Winnepesaukee Scenic Railroad, seeing a movie at the Weird Drive-In Theatre, and playing games at Funspot Arcade .

Thanks for reading about my favorite day trips from Boston, MA!

For anyone traveling to the USA, check out my list of 50 budget travel tips to save money. The USA isn’t a very cheap country to travel around!

I also definitely recommend having travel insurance. The healthcare system in the USA is insane, and if something bad happens you may just go bankrupt trying to pay for emergency care out of pocket.

Check out my budget traveler’s guide to travel insurance for more info. Or check out my favorite travel insurance website, Squaremouth Insurance !

You also need a visa to visit the USA! Don’t forget to apply before you arrive.

This post may contain affiliate links. Read more about this in my About Me page!

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Ultimate Boston Bucket List: 50 Best Things to Do in Boston (2024)

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Boston, Massachusetts is an essential New England destination. In fact, it’s the first stop on my epic New England road trip itinerary . You won’t be at all surprised to hear that there are tons of fun things to do in Boston.

As New England’s biggest and most famous city, Boston is where old meets new. The convergence of historical sites and modern attractions can be seen within every cobblestone street and modern shopping center. You can start your day at Paul Revere’s House and end your night on a downtown rooftop bar. The possibilities are endless.

If you’re planning to spend some time in Boston, there’s no shortage of amazing activities, experiences, and food to be had here. From the world-class museums and trolley rides to seaside restaurants and quirky ghost tours , Beantown checks all the boxes. To make sure you do and see all the best this city has to offer, here is my ultimate things to do in Boston bucket list: 50 fabulous things to do in the city!  

Table of Contents

Wander the Museum of Fine Arts.

This behemoth of an art museum, located on Huntington Ave, has over 100 galleries that display only a fraction of its massive 450,000-piece collection. Over 1 million visitors wander the MFA each year to view artifacts from the Americas, Folk and Contemporary, Egyptian mummies, famous impressionist painters, and special traveling exhibitions. Tickets sell out fast, so purchase them in advance to ensure you get in.

Read Next:  Go Boston Card vs Boston CityPASS: Which is Better?

Make friends with penguins at the New England Aquarium.

For the aquatically inclined, the New England Aquarium is not to be missed. This massive public aquarium, found right in Boston’s lively seaport neighborhood, is home to an incredible collection of over 600 aquatic species. Visit any day of the week to see its giant squid, turtles, or penguins during feeding (one of our favorites!). Challenge yourself – can you catch a glimpse of every single one of the 20,000 types of animals living here?

Admire the Isabella Stewart Gardner Museum. 

I think that the Isabella Stewart Gardner Museum is one of Boston’s hidden gems. Although, it’s becoming more well known as people learn about the art heist that took place there. In 1990, a legendary art heist unfolded (history’s biggest art heist, in fact) during which 13 famous works of art were stolen without a trace. Over 20 years later, there are still no real leads on the theft or missing art, although there are some fascinating podcasts and documentaries out there.

But the heist aside, this fine art museum is well worth the visit, and the building is a work of art itself. You could spend hours perusing the glorious collection that Mrs. Isabella Stewart Gardner amassed and loved. 

I adored my visit to this museum. It is stunning throughout, from the iconic courtyard to the gorgeous works of art. And what is especially fascinating is that the frames of the stolen pieces still hang, an eerie reminder of what was lost.

Shop and dine at Faneuil Hall Marketplace.

Dubbed by America’s Founding Fathers in 1742 as “The Cradle of Liberty,” Faneuil Hall Marketplace has cobblestone promenades, impressive sweeping architecture, and over 70 retailers of specialty carts, locally owned shops, and restaurants. As Boston’s most popular shopping and dining spot, you can stay entertained here for hours on end.

Catch a Red Sox game at Fenway Park.

Home to the MLB’s Boston Red Sox since 1912, Fenway Park is beloved by locals and visiting fans alike. See the Green Monster for yourself (both the green right field wall, and Wally the mascot!), cheer on Boston’s team, and indulge in overpriced snacks. What a wholesome all-American pastime!

Stroll the grounds of Boston Common. 

Boston Common , a 50-acre park at the center of the city, is often considered the heart and soul of Boston. It’s also the oldest public park in America, established in 1634 (before our nation’s founding!). Today, people love to jog, lounge, converse, and attend fun events here. In the winter, ice skating on Boston Common Frog Pond is a must-do activity.

Explore the first botanical garden in America.

Right next to Boston Common is the Boston Public Garden , the first botanical garden in America. With a gorgeous Victorian design, vibrant floral patterns, fountains, monuments and the Lagoon, the Public Garden is simply delightful. It’s a romantic spot, so don’t be shocked if you accidentally stumble upon a wedding!

Travel tip: Find the ‘Make Way for Ducklings’ sculpture near the corner of Charles and Beacon Street, it’s totally adorable. 

Have fun with your kids at the Boston Children’s Museum.

Bringing the whole family to Boston? Your kids will have an amazing time playing at the Boston Children’s Museum . Created for educating and bringing joy to children, this museum has various exhibits that teaches kids to be curious, investigate using their senses, build, and use their creativity. Plus, you don’t have to be young to enjoy bubbles!

Read Next:  19 Awesome Things to Do in Boston with Kids

Learn about our 35th president at the JFK Library & Museum.

Interested in the life of John F. Kennedy? Well, Boston has the JFK Library & Museum , a building entirely dedicated to his life and legacy. You can explore permanent exhibits about his childhood, inauguration, the space program, First Lady Jacqueline Kennedy, and much more.

Tour the Mount Auburn Cemetery.

Mount Auburn Cemetery in Cambridge is not your average burial ground. This expansive cemetery, where 100,000 people are buried, is also a National Historical Landmark, a botanical garden , and the resting place of many renowned individuals. From artists and poets like Winslow Homer and Henry Longfellow, to activists, inventors, and Supreme Court Justices, there are so many memorable lives to commemorate here. 

Jam out at Wally’s Cafe Jazz Club.

Curious about delving into the world of jazz, or just a lover of live music? Wally’s Cafe Jazz Club is the place to beat. This classy, old-school jazz club hosts local student performers 365 days a year. Get cozy in this historical building and unwind to some top-notch jazz and blues, performed by musicians mastering their craft.

Watch an art-house film at Brattle Theatre.

Brattle Theatre in Cambridge is a rare establishment. This repertory movie theater located in the charming Brattle Hall has only one screen, featuring just one movie at a time. It was established with the purpose of highlighting indie, art-house films, as well as foreign films and first-run films. You’ll find some cutting-edge cinema here, so stop by Brattle Theatre and watch something you can’t find in normal theaters.

Ride glow-in-the-dark swings at the Lawn on D.

Ever swung on a glow-in-the-dark swing? Well, a nighttime visit to the Lawn on D is your chance. This innovative outdoor event space has a big lawn and concessions, and it frequently hosts live concerts and other lawn game events. But most people know it for its O-shaped hanging swings that glow at night. They make for awesome photo ops (and just a generally fun time!). 

Learn about dinosaurs at the Museum of Science.

Located in Science Park, the Museum of Science is nothing short of a house of wonders. This part-science museum, part-indoor zoo has imagination-sparking educational exhibits, interactive installations, and life-sized dinosaur models! You’ll leave knowing significantly more about human anatomy, technology, and natural history, and have a great time in the process. 

My toddler son loved our recent visit to the Museum of Science Boston, and he especially enjoyed the massive planet of Mars suspended in the atrium area.

As for my husband and I, we couldn’t get enough of the robot dog from Boston Dynamics. Amazing stuff. The photo above shows one of the robotic dog models up close, but you could watch one in action behind the window to the right. Of course, after it does one pass around the space, you have to wait for it to lay down again and charge up a bit!

Witness American history at the Boston Tea Party Museum.

History buffs will get totally swept away in the legendary Boston Tea Party story at the Boston Tea Party Ships & Museum. This amazing floating history museum is the definition of living history. Climb abroad replicas of the very ships docked at harbor in the 1700s, watch live reenactments, and stop by the tearoom for a taste. The thrilling 250th anniversary of the Boston Tea Party was just celebrated in December 2023 and hundreds of people turned out to join the occasion.

Visit Bunker Hill Monument.

Bunker Hill Monument in Boston, a 221-foot granite obelisk reminiscent of the Washington Monument in Washington D.C., commemorates the Battle of Bunker Hill. This famous battle was one of the first significant engagements between Patriots and British soldiers in the Revolutionary War. There is a spiral staircase that will take you to the top of the monument as well, making for spectacular 360-degree aerial views. 

Find unique architecture at Trinity Church.

If you enjoy spotting unique church architecture when visiting a new city, Trinity Church is a beautiful one. This historical church was founded in the 1700s and was an important site during the American Revolution. Its original building actually burned down in 1776 but was subsequently rebuilt and now serves as an important pillar of the Boston community. 

Get your car fix at the Larz Anderson Auto Museum.

Do you love cars? Located in Brookline at the Anderson Carriage House is the oldest collection of motorcars in the United States. Larz Anderson Auto Museum houses a fantastic array of historical motorcars from the 1800s through the 20th century. And even the manicured museum grounds themselves are worth seeing!

Walk in Paul Revere’s footsteps at Old North Church.

Ever hear of Paul Revere’s famous ‘Midnight Ride’ through Boston? In 1775, Old North Church was his first stop on the ride, where he instructed two Patriots to climb to the steeple and hang lanterns to warn of British troops approaching. Aside from this fascinating piece of history, Old North is also the oldest church in the city and a National Historic Landmark. 

Visit the oldest commissioned ship in the United States Navy.

The USS Constitution is in the Charlestown Naval Yard, located next door to the USS Constitution Museum . This ship has a fascinating story – it was commissioned as a warship in the early years of America’s independence to defend it from invaders and pirates. Learn all about it at this commemorative and interactive museum. 

Take a sunset cruise around Boston Harbor.

There’s nothing quite like seeing Boston from the water. Boston Harbor Cruises offers a 90-minute sunset cruise around the harbor. Embarking from the Wharf at 7pm, you’ll learn interesting facts about the Boston cityscape. And there’s nothing better than taking in the views at golden hour, it’s very romantic !

You can check out the best Boston boat tours here!

Visit the site of the Boston Massacre. 

In 1770, five people were shot and killed by British soldiers who opened fire in front of the Old State House . Today, you can visit this stop on the Freedom Trail . Take a guided tour of the Old State House to learn about Revolutionary history, and this building’s role in the Declaration of Independence.

 Explore the Museum of African American History.

A significant historical and cultural institute showcasing the lives and contributions of African Americans is found right in Boston: the Museum of African American History . With two preserved historic sites, two Black Heritage Trails, and permanent exhibits, you will learn all about black individuals and communities from the Colonial era through the 19th century.  

Go shopping on Newbury Street.

Boston has a lot of charming, quaint history, but it also has very fashionable and modern districts. If you love to shop, not many strips are better than Newbury Street in the upscale Back Bay neighborhood. From Anthropologie and Urban Outfitters to Ralph Lauren and Nordstrom, you will be surrounded by the latest apparel and beauty trends .

And Newbury Street is extra charming with shops set inside these historic brownstones. It’s especially cute decorated for the holidays!

Hang out with gorillas at the Franklin Park Zoo.

This 72-acre zoo in Boston is home to hundreds of exotic animals from around the planet. Franklin Park Zoo is the place to go if you want to encounter majestic creatures, such as a family of gorillas, ancient tortoises, and crocodiles. You will be supporting an institution that conserves, protects, and promotes better care of the natural world.

Visit the home of Paul Revere.

Interested in the history of the American Revolution? You can visit the home of one of America’s most significant Revolutionary figures, Paul Revere. This 1680 house still stands today, preserved and open for tours in Boston’s North End. Go learn about the cultural heritage of Paul Revere and his importance to the early days of Boston and America as a nation.

Read Next:  Top 20 Historic Sites in Massachusetts

Enjoy recreation and Revolutionary history at Castle Island.

Castle Island is one of Boston’s most valuable outdoor gems. This peninsula off the Harbor of Boston is connected to the Harborwalk, and has beautiful parks and paths for walking, biking, and picnicking along the beautiful beach.

This is also the site of Fort Independence, a granite bastion that defended Boston’s harbor as early as the American Revolution.

Discover booktopia at the Boston Public Library.

There’s something so satisfying about a good city library, and Boston definitely has a killer one. Boston Public Library in Copley Square is the oldest public library in America and has gorgeous Beaux-Arts and Renaissance style architecture. It feels like a Hogwarts-esque dream come true (plus free books!).

Stroll along the Charles River Esplanade.

Located right in downtown Boston is the beloved Charles River Esplanade . This beautiful 3-mile stretch of green space along the Charles River is rich in recreational opportunities. Along this pedestrian pathway made for strolling and biking, you’ll see fascinating monuments, great city views, boat launches, and grassy picnic areas.

Crack open a cold one at Samuel Adams Brewery. 

Bostonians love their beer, period. Samuel Adams reigns king in the city (Harpoon is a close second), so it’s only natural you stop by the Samuel Adams Statue and then try a brew at Samuel Adams Taproom . These light and refreshing beers are served on tap, with offerings of light fare to go with your drink. You will also be right near Faneuil Hall, the Old State House, and other fascinating sites. 

Take a stroll along the Harborwalk.

Boston Harborwalk is a public pathway that extends for 43 miles along the shore of Boston. Not only is the Harborwalk amazing for recreational activities, social gatherings, and picnic lunches, but it’ll give you amazing views of the city and ocean. Access it from multiple locations in the North End or Downtown to enjoy the wharves, beaches, piers, and benches as you stroll along. 

Read Next:  13 Best Walking Tours in Boston to Take

Take a Harvard University campus tour.

Want to explore America’s oldest college (established before America was even America)? Harvard University in Cambridge has an incredible campus for you to enjoy. With free public tours offered at the university, you can learn about Harvard’s history and wander the sprawling quads, historical buildings, multiple libraries, and museums. 

Visit the picturesque Beacon Hill neighborhood.

Dreaming of walking through a quaint, cobblestoned European town? Well, Boston has its very own neighborhood to make your dreams come true. Beacon Hill, one of the oldest neighborhoods in the city, is famous for its narrow cobblestone streets lined with federal style houses and lanterns. It feels like a magical fairytale, especially in autumn.

Don’t miss out on Acorn street, one of the best and most iconic photo spots in Boston. And be sure to step with care; those cobblestones are no joke!

Take a Boston beer tour.

Have people told you your eyes are bigger than your stomach? Well, you won’t be judged like that on a Boston Brew Tour . Embark on this 5-hour adventure to taste up to 16 different local brews at four different breweries. Enjoy entertainment, Boston beer history, transportation, and a deliciously paired meal at the end. Make sure to book your tickets in advance!

Hit the nightlife scene at Central Square.

Central Square in East Boston is an unsuspectingly happening neighborhood for nightlife. With everything from basement bars to clubs to fine dining and great music venues, this spot draws a youthful and lively crowd. Grab a pint at The Plough and Stars , then a gelato dessert at Toscanini’s , and when you’re finished catch a live show at The Middle East . 

Go ice skating at Canal District Kendall.

Formerly known as Kendall Square, Canal District Kendall in Cambridge is an innovative community with so much to do. There are green spaces, frequent outdoor live music events, and quality restaurants. But a local favorite is the large public ice rink that’s open for skating mid-December through mid-March. Bring your own skates or rent a pair. 

Read Next:  25 Ideas for a Wonderful Winter in Boston

Get spooked on a haunted ghost tour.

Because it is one of America’s first cities, Boston has some of the oldest cemeteries, buildings, and monuments in the nation. This makes for some captivating ghost stories; legends, haunts, mysteries, and myths are imbued in the very fabric of Beantown. If you love all things ghostly, why not take the Ghosts and Gravestones Trolley Tour ? Your costumed guides will share spooky stories as you roll through the creepiest locations. 

Chow down on Asian cuisine in Chinatown. 

Chinatown is a great neighborhood for foodies. This area of Boston is densely packed with a delectable variety of Asian cuisines. You can’t really go wrong no matter where you stop for dinner, but a few great selections include The Q for Chinese, Gourmet Dumpling House for dumplings, Pho Pasteur for Vietnamese, and RUKA for sushi.

Discover a secret store within a store. 

I bet you’ve never been to a store like Bodega ! This shoe and streetwear boutique is hidden behind a secret entrance that looks like a convenience store from the front. Upon closer inspection, you’ll find a backdoor that leads to the real Bodega, where the latest trends in sneakers, sportswear, and caps are waiting for you. 

Browse three floors of used books at Brattle Book Shop.

Boston is full of old things, and bookstores are no exception. Brattle Book Shop on West Street is one of the oldest and largest used book shops in the nation. This store has three whole floors of literary wonders. You’ll also find an excellent selection of magazines and some rare first editions.

Read Next:  10 Literary Sites in Boston All Book-Lovers Should Visit

Step inside a three-story globe.

Want something totally off the beaten path, and totally cool enough to land a spot in the Atlas Obscura? Located within the Mary Baker Eddy Library, the Mapparium is a three-story globe you can walk through! This map is a beautiful glowing orb that provides a unique experience for visitors, and the library that houses it is also worth a look.

Indulge in Cannoli at Mike’s Pastry or Modern Pastry.

Boston’s #1 Cannoli war rages on in the North End, the city’s “Little Italy.” Is it Mike’s Pastry , or Modern Pastry? Well, we don’t see why we have to choose one or the other, so let’s just eat both! Mike’s typically has longer lines but heftier portion sizes and a greater flavor variety. Modern Pastry is less mobbed and has a richer cream filling, but a smaller cannoli.

Read Next:  Where to Find the Best Cannoli in Boston

Drink a cappuccino at Caffe Vittoria, the first Italian cafe in Boston.

Andiamo! Caffe Vittoria in the North End was established in 1929, making it Boston’s first Italian cafe. This beloved local coffee shop has four floors filled with vintage Italian decor, a coffee bar, and all the best drinks that you could find in Italy.  I adore this place!

Read Next:  13 Best North End Restaurants in Boston

Shop local at Boston Public Market.

Found at Haymarket Station is Boston Public Market , an expansive year-round indoor marketplace. This community space consists of over 30 New England artisans, farmers, and shop owners selling fresh foods, crafts, and locally sourced meals. Shopping here not only allows you to experience the tastes and creations of New Englanders, but it helps uplift small businesses. 

Kayak on the Charles River.

Love that dirty water! Charles River is a local favorite for recreational adventures. This river extends for 80 miles and cuts right through the city. You can rent kayaks, canoes, or paddleboards from Charles River Canoe and Kayak and either take a guided tour along the Charles River or embark on your own solo adventure. 

Witness oddities at the Warren Anatomical Museum.

If you like museums but also want to see something out-of-the-box, visit the Warren Anatomical Museum at Harvard. This anatomy and pathology museum was started in the 1800s by a Harvard anatomist to preserve specimens for student education. You will find oddities like an old plastic surgery kit, eagle skeletons, and the actual skull of Phineas Gage. 

Read Next:  50 Wicked Awesome Quotes About Boston

Visit a skinny house built out of spite .

Skinny House, or “Spite House,” is a 10-foot-wide, four-story home at 44 Hull Street. Squeezed between two brick facades, this is known as the narrowest in Boston. Legend has it that during the Civil War, it was built out of spite by a soldier to get revenge on his brother. Being left with only a small piece of their land inheritance after his brother built a massive home on it, the skinny house was built to block his brother’s views and sunlight.

Read Next:  15 Unique Boutique Hotels in Boston to Book in 2023

Go island hopping at Boston Harbor Islands State Park.

Boston Harbor Islands State Park is a New England coastal gem. Just one mile from the city center, this oceanic park is a collection of 34 islands and peninsulas that can be accessed by a park ferry. But the ocean isn’t the only thing you’ll see amongst these islands; you can also visit one of the historical forts, mainland parks, or the Boston Lighthouse.

Have breakfast at Trident Booksellers & Cafe.

Books are even more wonderful when paired with good coffee and a meal. Trident Booksellers & Cafe offers this match made in heaven. Part-bookstore, part-coffee shop, a visit to Trident will come complete with the latest bestsellers and classics. Not only is it a fantastic independent book store, but the breakfast is fantastic. My monte cristo sandwich and French toast latte were one of the best meals I’ve had in Boston.

Join the community fun at Harvard Square.

Want to see what locals are doing for fun in Cambridge? Harvard Square is where it all comes to life. There are events taking place in and around this large triangular plaza almost every day of the week. Listen to live music, attend author readings at Harvard Bookstore, go on a chocolate tour, or even join in on a beginner’s Tai Chi class. This is one hopping corner of Boston. 

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52 Best Weekend Trips and Getaways from Boston

Outdoor adventures.

PHOTO BY TRENT BELL

1. Peak’s Island, Maine

Two hours by car

Different Strokes | If the idea of wearing a tank top seems profoundly depressing, skip the sports club in favor of an upper-body workout that’ll replace the reflection in the gym mirror with a view of Maine’s wild and rocky coast. And thankfully, there’s little exertion in getting there. Drive up Friday night; stay at Portland’s Regency Hotel (two hours from Boston); then catch the nearby ferry at 9:15 a.m. to Peaks Island, where the affable staff of Maine Island Kayak Company will escort you to a kayaker’s paradise. After an introductory paddling course, a primer on the vagaries of ocean weather, and some disclaimers, you’re ready to slide into a single-person sea kayak and head for open water. You’ll first need to get your heading: Peaks Island, just off Portland’s coast in Casco Bay, is one of the area’s dozens of small islands, many of which are public. Some feature Civil War–era forts, sea birds, and coastal flora and fauna. Expeditions are led by registered Maine guides—in other words, experienced outdoorspeople who know their way around a compass and can handle almost anything Mother Nature tosses their way. Although the company does offer half-day excursions (sans meals, $65 per person), we recommend a full-day jaunt ($115 per person), which allows plenty of time to practice maneuvering. Meanwhile, if you’ve already got kayaking chops and want to spend as much time near the water as possible, opt instead for the two-night camping trip.

Maine Island Kayak Company, Kayak Beach, Peaks Island, Maine, 207-766-2373,  maineislandkayak.com . Stay: Portland Regency Hotel, 20 Milk St., Portland, Maine, 207-774-4200,  theregency.com .

2. Stowe, Vermont

Three hours, 45 minutes by car

It’s All Downhill | Singing, dancing, precious urchins mugging for the camera…and yet, you don’t see much mountain biking in The Sound of Music. But the state-of-the-art trails at Stowe’s Trapp Family Lodge (owned and operated by the movie’s same family) make the hills come alive—with the grunts and groans of cyclists testing their mettle on more than 25 miles’ worth of track.

700 Trapp Hill Rd., Stowe, Vermont, 800-826-7000, trappfamily.com .

3. Lake Champlain, Vermont

Peak Experiences | You’ve seen fall foliage from the car, the hiking trail, and the boat—now how about from the sky? Parafly Paragliding offers classes in the Lake Champlain valley; on a cloudless day, you’ll get 360-degree views of the fiery sugar maples stretching clear to the northern border.

116 Waybury Rd., Colchester, Vermont, 802-879-3507, paraflypg.com . Stay: Willard Street Inn, 349 S. Willard St., Burlington, Vermont, 802-651-8710, willardstreetinn.com .

4. Craftsbury Common, Vermont

Four hours by car

Cause A Row | The Craftsbury Outdoor Center almost kisses Canada, but it’s still close enough for a two-day escape. The rustic resort sits on a long, narrow lake surrounded by farmland, and is the perfect place to explore the rarefied world of sculling. Craftsbury offers intensive, all-inclusive weekend programs for every level, some of which come with yoga classes. Bonus: It also rolls out running camps, and has arguably the finest cross-country skiing trails in New England.

535 Lost Nation Rd., Craftsbury Common, Vermont, 802-586-7767, craftsbury.com

5. Charlemont, Massachusetts

Two hours, 45 minutes by car

See the Forest for the Trees | Zipline tours got their start in Central America in the 1970s, but it’s only been in recent years that they’ve hit New England in a big way. Most are in the northernmost part of the region, though two Charlemont-based companies are competing to be the go-to source in Massachusetts. Zoar Outdoor Canopy Tours emphasizes the educational aspect, with guides who describe the local foliage and fauna. Meanwhile, Berkshire East goes for the thrill, with two 2,000-plus-foot ziplines that plunge downhill at 50 miles per hour.

Zoar Outdoor Canopy Tours, 800-532-7483, zoaroutdoor.com ; Berkshire East, 413-225-2425, berkshireeast.com . Stay: Warfield House Inn, 200 Warfield Rd., Charlemont, 888-339-8439, warfieldhouseinn.com .

6. Block Island, Rhode Island

One hour, 45 minutes by car to ferry

Natural Selection | Afternoon sun glistening on the clay bluffs, seagrass waving on a stretch of reclaimed farmland—nearly half of Block Island is designated as conservation land, and the other half is so picturesque that it might as well be. With 10 compact square miles of land area, you can bike anywhere in under 20 minutes, so it’s easy to spend all weekend on two wheels.

Stay: Hygeia House, 582 Beach Avenue, Block Island, Rhode Island, 401-856-9920, thehygeiahouse.com . See Block Island Ferry schedule at blockislandferry.com .

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Outdoor Adventures | Sports & Recreation | Arts & Culture | Relaxation | Food & Wine

The Best Public High Schools in Greater Boston, Ranked for 2024

Mr. h brings dumplings and glamour to boston’s seaport district, the supermarket superstardom of marty the stop & shop robot, new england fall foliage 2024: plan your day trips with this map, the best portuguese food in boston, fall river, and beyond, in this section.

35+ Amazing Day Trips From Boston Massachusetts

Wondering where to go on a day trip from Boston? Boston has always been my most frequent city of travel. I’ve lived there too. Based on my own experience exploring the region, here’s my list of 35 great day trips from Boston.

Boston is perfectly situated in the northeastern region of the United States . This area of New England boasts gorgeous beaches, charming Colonial towns, seaside ports, and destinations steeped in history.

These destinations are all less than 2 hours away from Boston. Any more than 2 hours is just too far afield for a proper day trip.

Because of its central location, Boston makes a great launchpad for day tripping in New England. Boston is well-connected to other towns and cities. Boston’s main arteries (I-90, I-93 and I-95) give you easy access to Maine, New Hampshire, Connecticut, Rhode Island, Western Massachusetts, and even Vermont.

Boston’s main arteries (I-90, I-93 and I-95) give you easy access to Maine, New Hampshire, Connecticut, Rhode Island, Western Massachusetts, and even Vermont.

On a day trip from Boston, you can escape the city’s adoring (and sometimes maddeningly intense) crowds.

Best Day Trips From Boston

Here are my picks for the best day trips from Boston. I’ve given you a whopping 36 options, along with expected drive times. I’ve listed them in alphabetical order for ease of reference.

The options for Boston day trips are endless and incredibly varied. There’s something of interest for everyone, from culture vultures to history buffs to nature lovers.

You can pick what suits you most, whether you want to relax on the beach or explore a cozy New England town.

If pressed to choose, I’d have to say my top three picks for Boston day trips are Portland Maine (cool foodie city), Stockbridge Massachusetts (quintessential New England town), and Portsmouth New Hampshire (adorable arty village).

1. Bristol Rhode Island (1:10 Drive)

Bristol is a beautiful New England town that’s full of history and charm. With a red-white-and-blue painted stripe down Hope Street, it exudes Americana. 

Bristol has everything you need for a relaxing break from Boston — fine dining, bike trails, art galleries, and ocean views. A highlight of Bristol is its well preserved historic architecture. In Bristol, you’ll find Colonial, Federal, and Gilded Age buildings. 

Linden Place Museum features a stunning spiral staircase and movie memorabilia. Blithewold Mansion has immaculately curated gardens, hosts concerts in the summer, and offers dramatic harbor views.

If you like to hike or bike, the East Bay Bike Path will suit. It’s a 14.5 mile paved path connecting Providence and Bristol, which gives you panoramic views of Narragansett Bay.

2. Cambridge Massachusetts (5 minute drive)

The easiest day trip from Boston is to its next door neighbor, Cambridge. Historic Cambridge is a lively university enclave, with the Charles River as its playground and backyard.

Cambridge is home to the renowned Harvard University (where you’ll be wrapped in red brick) and the Massachusetts Institute of Technology (where you can admire eclectic modern architecture). You can book a walking tour of Harvard here and a tour of MIT here .

And it’s not just the universities that dazzle. In Cambridge, visitors can enjoy outstanding museums, a vibrant performing arts scene, and delicious haute cuisine restaurants.

The  Harvard Art Museums  are the best art spot, with a range of works from antiquity to present, including a prized Van Gogh .

Be sure to hang out in Harvard Square, the iconic center of Cambridge. It’s a triangular plaza located at the intersection of Battle Street, John F. Kennedy Street, and Massachusetts Avenue.

You’ll find all manner of humanity — students, tourists, political activists, buskers, chess players, and other street creatures.

You can also visit  Longfellow House . It’s located on Brattle Street, the historic road connecting old Cambridge and Watertown.

The house museum is famous as the one time home of Henry Wadsworth Longfellow. He was a novelist and poet who wrote stirring tales that thrilled 19th century America, including the  Midnight Ride of Paul Revere .

3. Cape Elizabeth Maine (2 Hour Drive)

Cape Elizabeth is gorgeous little town just south of the city of Portland. The town faces out into Casco Bay.

People have lived in Cape Elizabeth for thousands of years. In 1765, Cape Elizabeth officially became a town. For a glimpse of those early days, stop by the  Spurwink Meeting House . The austere white clapboard church was built in 1802.

The town’s stretch of coastline is stunning, dotted with lighthouses. The cliff walk is a lovely must do experience in Maine.

The 19th century Fort Williams Park in Cape Elizabeth guards the entrance to Portland. It’s home to the Portland Head Light. You can walk the park’s Arboretum trails, enjoy a picnic, or explore the fort’s old batteries.

3. Charlestown Massachusetts (5 minute drive)

Charlestown is Boston’s oldest neighborhood. It’s just across the river from the North End.

If you’ve walked the Freedom Trail in Boston, you’ve already been to Charlestown. The town is home to the Bunker Hill Monument and the USS Constitution, which are must visit landmarks in Boston .

In 1775, Charlestown was the site of one of the most important battles of the Revolutionary War. American patriots defeated the British in the Battle of Bunker Hill. Nearly the entire town was destroyed during the battle and it wasn’t rebuilt until after the war ended.

Nowadays, Charlestown is a pretty place that’s well worth a stroll. A sense of Colonial charm permeates the streets and parks of Charlestown. The town has a classic main street, town square, and pretty clapboard homes.

4. Chatham Massachusetts

A visit to Cape Cod is a no-brainer day trip from Boston. But where to stake your claim?

Try the inimitable charms of Chatham, a tony New England town. In Chatham, the homes induce jaw drops, the historic center is walkable, and the seafood is hauled in just offshore.

Chatham’s curving Main Street conjures up low key elegance and old world charm. Chatham is the only Cape Code town bounded on three sides by water. It’s consistently ranked as one of the US’ best beach towns.

Chatham Lighthouse Beach is considered the most scenic public beach. It’s set beneath Chatham’s iconic lighthouse. This wild stretch of the Atlantic is the place for long walks and sunbathing (the surf is rough).

If you need a dose of culture with your beach retreat, head to the Orpheum. It’s a restored vintage theater showing first run movies and classics.

Or, take in a play or musical at the Monomoy Theater, after browsing the casual to high end shops.

5. Concord Massachusetts (35 Minute Drive)

Just 15 miles north of Boston is the small town of Concord. It’s the perfect Boston day trip for literary buffs. Concord is a steeple-studded town home to pretty  Walden Pond . Walden Pond is a nature preserve that’s home to countless local flora and fauna.

Walden Pond is forever linked to novelist Henry David Thoreau. From 1845 to 1847, he lived in a one room cabin , the property of his friend and mentor Ralph Waldo Emerson. A replica of the original cabin is about half a mile from Concord.

There, he wrote one of America’s most famous novels,  Walden  or  Life in the Woods.   Walden  explored simplistic living, solitude, and harmony with nature.

In Concord, you can also visit Emerson’s House and Louisa May Alcott’s Orchard House . The novelist based  Little Women  on her experiences growing up in this house with her sisters.

Today, the historic home is a museum. It has 80% of its original period furniture.

You can tour the kitchen, dining room, parlor, art studio, and the bedrooms. Louisa’s bedroom has the small white desk where she penned  Little Women  and other books.

If you want to learn about Concord’s Revolutionary War and literary legacy, visit the Concord Museum . On display, you’ll find Native American artifacts, Thoreau’s snowshoes and furniture, Ralph Waldo Emerson’s study, Paul Revere’s original signaling lantern, and period collections of decorative arts and furniture.

If you want to pay homage to Concord’s famous authors, visit Sleepy Hollow Cemetery. You’ll find the final resting places of Thoreau, Emerson, Alcott, and William Ellery Channing.

6. Concord New Hampshire (1:10 Drive)

Concord is the capital of New Hampshire. It’s a sleepy New England town that I used to spend parts of the summer in. Founded in 1734, Concord embodies the American spirit. There are a fair number of things to do in Concord.

You can visit the New Hampshire State House, built in 1819. It sports a gleaming eagle topped gold dome, reminiscent of Boston’s own state house. The New Hampshire legislature still uses the original chambers.

Just steps from the capitol is the New Hampshire Historical Society. It boasts a sculpture by the famous Daniel Chester French.

You can also visit Pierce Manse, the former home of President Franklin Pierce. Via a guided tour, you can see period artifacts. Franklin’s grave is also in town.

7. Essex Connecticut (2 Hour Drive)

Essex just exudes small town charm. It has a bucolic setting on the banks of the Connecticut River. The town is consistently rated as one of America’s best small towns.

Essex seems halted in time, looking much as it did during the height of its ship building prosperity. Essex has a picture perfect harbor. It’s scattered with charming inns and historic architecture.

On Main Street, whitewashed houses jostle side by side, in early Colonial and Federal styles. Pop into the Griswold Inn, especially for its vaunted Sunday breakfast. The cute shop Good and Curiosities sells gifts with a historical theme.

Essex is famed for its riverboat tour, the Essex Steam Train & Riverboat. On a 2.5 hour tour, you can travel by train and boat through the countryside. By boat, you’ll glide by farms, inlets, coves.

8. Exeter New Hampshire (1 Hour Drive)

Exeter was founded in 1638 by Reverend John Wheelwright. This pretty new England town brims with charm at every turn. The beauty of Exeter will appeal to everyone from art lovers to history buffs to recreational seekers.

You can take a leisurely stroll in the quaint and historic downtown. You’ll find elegant buildings with shops, restaurants, art galleries, and more.

Or, walk down tree-lined streets to discover historic homes, including the Ladd-Gilman House that’s now the  American Independence Museum .

If you want to experience the great outdoors, Essex has hiking, biking, and water sports. During New England’s fall foliage season , the colors are truly breathtaking.

9. Hanover New Hampshire (2 Hour Drive)

As a graduate of Dartmouth College, Hanover is a sentimental favorite of mine. And it clocks in at 2 hours, my limit for day trips from Boston.

Forbes named Hanover one of America’s Prettiest Towns. For a remote rural town, Hanover packs a surprising cultural punch.

The best place to get your art fix is the wonderful Hood Museum of Art . It’s one of the oldest teaching museums in the country. It has a large collection of artifacts and art dating back to Assyrian culture in 900 BC.

But it’s not all ancient. The museum has a surprisingly good collection of contemporary art, with works by Rothko and Ed Ruscha. It also showcases contemporary African and Native American art.

You should also pop into Baker Library. You’ll find eye catching murals by Jose Clemente Orozco in the reading room.

Hanover is also home to the Hopkins Center for Performing Arts (the “HOP”). There, you’ll find a wide variety of performing arts — plays, shows, concerts, special events, movies, etc.

Here’s my itinerary for spending  one day in Hanover . In addition to just driving to Hanover, you can take the Dartmouth Coach from Logan Airport.

10. Hartford Connecticut (1:35 Drive)

Hartford is one of the oldest cities in the United States. It makes a great day trip from Boston if you want to visit another city. The capital of Connecticut is home to historic sites, art museums, and beautiful parks.

It’s also the birthplace of Mark Twain, a culinary powerhouse, and home to one of the best “little downtowns” in New England.

The Mark Twain House & Museum is a national historic landmark. The museum has it all: inspiring architecture, gorgeous interior design, lovely grounds, and fascinating stories about its owners. It offers visitors an opportunity to learn about the novelist Mark Twain, his family, and his legacy.

Another good reason to visit Hartford on a day trip from Boston is to visit the magnificent Wadsworth Atheneum Museum of Art . The castle-like museum is one of the best museums in New England .

The Wadsworth first opened its doors in 1844. It’s since grown to a collection of over 50,000 works of art from over 5,000 years. There are significant works of modern and contemporary art.

You’ll find works by Frans Hals,  Caravaggio , Orazio Gentileschi, and Bernardo Strozzi. There’s a beautiful painting by pre-Raphaelite artist William Holman Hunt called  The Lady of Shallot . There’s also an American art collection, with works by John Singleton Copley and Charles Wilson Peal.

11. Keene New Hampshire

Keene is a beautiful hidden gem in New England’s Monadnock Region. A lively college town, Keene combines culture and the great outdoors.

Keene offers stunning brick streets, charming maple farms, and quaint specialty shops. Keene even has a white clapboard church with a soaring steeple, the United Church of Christ.

Keene is also home to one of the loveliest and widest main streets in New Hampshire. The historic downtown area is centered on Central Square. It’s an eclectic mix of old time shops, bookstores, and funky craft stores.

Keene is also home to covered bridges and museums. The Horatio Colony House and Nature Preserve is housed in a 1806 Federal style building. The museum houses historical artifacts for the history buff. The nature preserve offers miles of hiking trails for the nature lover.

12. Kennebunkport Maine (1.5 Hour Drive)

Kennebunkport is a classic beauty, one of the most beautiful towns in New England . It’s effectively the Hamptons of the Pine Tree State, known for its dramatic mansions. To see them, take a drive between Kennebunkport and its sister town Kennebunk.

Kennebunkport has a lively downtown, the epicenter of which is called Dock Square. It’s chock full of restaurants, boutiques, and art galleries.

There are plenty of patio cafes for people watching perches. The Clam Shack serves up fried claims and lobster rolls.

For a walking tour of Kennebunkport’s historic buildings, start at the Brick Store Museum on Main Street. Head south and you’ll see several extraordinary structures from the 18th and 19th centuries, including Lexington Elms, Horace Porter House, and Benjamin Brown House.

Summer Street is also an architectural showcase, with an array of Federal and Colonial buildings. To get the complete scoop, you can take a guided 90 minute tour of Kennebunkport’s National Historic District. Buy tickets at the Brick Store Museum.

If you want to hit the beach, try Gooch’s Beach along the Victorian-lined Beach Avenue. Or drive 10 minutes north to the beautiful 3 mile long Goose Rocks Beach.

If you’d like to take a day tour from Boston, this excellent tour combines history and lobster. If you’d just like a guided walking tour once you’ve arrived in Kennebunkport, click here for a 2 hour historic tour.

13. Kittery Maine (1 Hour Drive)

The small town of Kittery is just a short drive from Boston. It’s located on the border between Maine and New Hampshire and is linked by bridges across the Piscataqua River.

Kittery was once known for its shipbuilding. Nowadays, people day trip to Kittery from Boston mostly for its shopping. Kittery has both outlet malls and boutique craft shops. You’ll find stores like Crate and Barrel, Le Creuset, Lululemon, Under Armour, and Nike.

If the weather is warm, head to the beach for a swim. Seapoint Beach is a picturesque shoreline perfect for a dip or a stroll.

You can also visit Fort McClary State Park . It’s a unique historic site that was formerly a defensive military fortification. It has stood for over 275 years protecting the mouth of the Piscataqua River at the entrance to Kittery.

14. Lenox Massachusetts (2 Hour Drive)

Lenox is the perfect day trip from Boston for art lovers. It’s a pretty town of art galleries and upscale boutiques housed in historic buildings.

You’ll find iconic properties like Blantyre, Wheatleigh, Canyon Ranch, and The Mount. At one point, there were so many lavish summer homes that Lenox was known as “the inland Newport.”

In 1902, Edith Wharton, the first woman to win the Pulitzer Prize in Literature, built  The Mount . It was a stately country retreat for the literary lioness and her then-husband. The Mount was modeled after European mansions, but lacked without their ostentatious excesses.

The Mount is home to a summer lecture series, weekly bird walks, concerts, theater performances, and outdoor sculpture exhibits. Edith Wharton’s library has been returned to the house, with 22 first editions of her work.

Lenox is also home to  Tanglewood , the summer home of the Boston Symphony Orchestra. Tanglewood is a must do for music lovers. You can hear symphony orchestras, solo performances, and world class musicians.

15. Lexington (30 Minute Drive)

If you’re a student of U.S. History, Lexington should ring a bell. In 1775, the American Revolutionary War started in Lexington and nearby Concord. Lexungtin is the best day trip from Boston to immerse yourself in Revolutionary war history.

Lexington has more than 10 historic battle sites, cemeteries, and memorials that you can tour. You can see the site of the first battle of the Revolutionary War.

A renowned statue by sculptor Henry Hudson Kitson marks  Battle Green , where the Colonial Minutemen clashed with British troops. In Minuteman National Historical Park, you can see a multimedia exhibit on the Road to Revolution .

While waiting for the British, the Minutemen and their commander, Captain Parker, gathered in the  Buckman Tavern . The interior is preserved exactly as it appeared in the 18th century, complete with the original seven foot wide open fireplace. The old front door still contains British musket-ball holes.

Wrap up your tour of Lexington by seeing the Lexington Depot historic train.

16. Madison Connecticut (2 Hour Drive)

Madison is a shoreline town only East Coasters know about. This beautiful New England day trip from Boston proves the adage that good things come in small packages.

With a population of only 18,000+ residents, Madison delivers a major dose of quintessential New England charm. During his time at Yale, Bill Clinton was so taken with Madison that he mentioned it in his memoir,  My Life , calling it “especially old and beautiful.”

One of the main draws of Madison is Hammonasset Beach State Park . There you’ll find two miles of beaches, wetlands, woodlands, and a nice boardwalk.

The town itself is charming and pedestrianized, full of shops and cafes. A popular haunt is RJ Julis Booksellers, one of the nation’s finest independent shops for book nerds looking for the perfect read.

Madison is also a culture-filled hamlet. A fun outdoor activity is walking the Sculpture Mile . Created by the Hollycroft Foundation, it offers a unique museum-like exhibition that features art work by some of the nation’s most significant sculptors.

17. Manchester New Hampshire (1 Hour Drive)

You might think New Hampshire is all mountains and lakes. But it also boasts a rich cultural history. In particular, Manchester has some fine art offerings that merit a day trip from Boston.

Manchester is home to the state’s only fine art college, the New Hampshire Institute of Art. It also has an internationally acclaimed museum, the  Currier Museum   of Art .

The museum’s permanent collection includes works by Picasso, Monet, Rothko, Wyeth, and O’Keefe. It hosts touring exhibitions. The museum also manages Zimmerman House, designed by architected  Frank Lloyd Wright . It’s the only Wright house open to the public in New England.

Manchester also has a premiere contemporary arts gallery, the Gallery of the New Hampshire Art Institute. It’s multi-functional, serving as an art center, lecture hall, and performance theater. On display you’ll find a diverse mix of traditional and modern art forms, from photography to installation art.

18. Mystic Connecticut (2 Hour Drive)

Mystic is calm and exquisite, a charming waterfront town set on the shores of the Mystic River. It’s quaint downtown is filled with boutiques, galleries, and eateries.

On Main Street, you’ll find Mystic Pizza , made famous by a kitschy 1980s movie. Mystic’s main landmark is Bascule Bridge, the most photographed bridge in Connecticut and a perfect spot for river views.

Mystic Seaport is Connecticut’s #1 attraction, an example of “living history.” It covers 19 acres along the Mystic River.

There are indoor and outdoor exhibits, including four vessels that are National Historic Landmarks. You can climb aboard or peruse the recreated village.

19. Newburyport Massachusetts (1 Hour Drive)

First settled in 1635, Newburyport is an immaculate seaside town. It has a classic New England feel — with red brick streets, lobster shacks, and cobbled lanes. Plus, “the Port” is only 35 miles from Boston, making it the perfect day trip or weekend getaway.

State Street is the heart of Newburyport. You’ll find an eclectic treasure trove of shops — clothing boutiques, bookstores, cafes, and vintage shops. The Firehouse Center for the Arts is Newburyport’s cultural hotspot, offering concerts, musicals, and plays.

When you tire of shopping, surf and sand lovers can hit the beach. Plum Island is only a 20 minute drive from Newburyport.

Plum Island has beautiful and beloved sandy beaches and dunes. And it’s home to the Parker River National Wildlife Refuge, a hidden gem sanctuary with prime bird watching opportunities.

20. Newport Rhode Island (1.5 Hour Drive)

Just two hours south of Boston lies the tony coastal town of Newport. Founded in 1639, Newport is a treasure trove of historic European-style mansions set against ocean views.

Think the Gilded Age’s Astors, Vanderbilts, and Kennedys — families who built the first palatial mansions in the US. Newport is a fancy place.

Most of the mansions are on Bellevue Avenue and a few are on the waterfront. Built by Cornelius Vanderbilt, Breakers Mansion is Rhode Island’s #1 attraction. It’s located on the scenic 3.5 mile Newport Cliff Walk .

If you’d like to tour the magnificent mansions of Newport, this is an excellent day tour from Boston .

The Newport Art Museum is the core of the creative community. The Artists’ Open Space serves up local and regional shows year round.

There’s a dozen commercial galleries in town as well. Island Art is the best, noted for its contemporary pieces.

On the performance arts side, Newport really excels. It offers up everything from Shakespeare plays in Queen Ann Square to musical festivals dedicated to jazz, classical, and folk music in July and August. There’s also the Newport Fine Arts Festival in September.

21. Old Sturbridge Village Massachusetts (1 Hour Drive)

Old Sturbridge Village is a living history museum located in Sturbridge Massachusetts. The museum recreates life in rural New England as it was during the 1790s through 1830s. 

There’s a working farm with heritage breed animals, historic buildings, and horse drawn sleighs. Costumed historians are very engaging and will regale you with historic tales.

You can walk the village and meet the skilled craftsmen who still practice their trade. You can also take a wagon ride. The Village offers several events throughout the year — Winter Photo Walk, Sunday Brunch, and Dinner in a Country Village.

22. Ogunquit Maine (1:30 Hour Drive)

Feeling like a beach day? Nestled along the coast, tiny Ogunquit has been a resort village since the 19th century.

The word Ogunquit translates to “beautiful place by the sea.” You can see why immediately. Ogunquit is like a mini Provincetown. 

The town is a popular summer beach destination in New England, and I came here often as a child. Ogunquit has two beautiful long beaches, Ogunquit Beach and Footbridge Beach. Footbridge is the quieter of the two beaches.

Ogunquit is most renowned for its coastal path, the Marginal Way . It’s a paved 3 mile seaside stroll, starting at Ogunquit Beach and meandering to Perkins Cove.

Perkins Cove is a tiny artisans village, filled with sea-weathered buildings, where you’ll find some art galleries and seafood eateries.

23. Northampton (2 Hour Drive)

Just under 2 hours from Boston, the rural town of Northampton is a cultural nerve center in New England. It’s a pretty town, ringed by 5 colleges and college museums.

Grand mansions line tree-shaded streets. The beautiful Main Street is filled with with shops, art galleries, bookshops, etc.

In downtown Northampton, there are more than a dozen visual arts venues. The Northampton Center for the Arts offers poetry readings, film screenings, and concerts. The Calvin Theater is the premiere concert venue, hosing major touring music and comedy acts.

Four of the five colleges near Northampton offer theater and visual arts. Smack in the middle of Northampton is Smith College. Its beautiful  Smith College Museum of Art  just received a $35 million makeover. The museum offers a year round series of art lectures, contemporary art exhibitions, and films.

Just down the road is  Mount Holyoke College Art Museum . It offers contemporary and traditional exhibitions year round.

You can also admire contemporary work at Amherst’s Mead Art Museum or check out national and international exhibits at Amherst’s University Gallery.

Northampton has a good foodie scene too, with both great pizzerias and haute cuisine. There are two dairies nearby, so the town’s cheese and ice cream options are among the best in New England.

24. Peterborough New Hampshire (1:30 Hour Drive)

Peterborough is a charming New Hampshire hamlet set along the Contoocook River. Peterborough is rich in art and culture, with a charming downtown centered on Depot Square. Thornton Wilder’s Pulitzer Prize winning play,  Our Town , was based on Peterborough.

Peterborough has two theater groups and a renowned artist colony, The MacDowell Colony. The colony is the oldest artist’s retreat in the US, hosting many exhibitions. 

In 1997, it was awarded the National Medal of Arts. Peterborough is also known for its antique shops and galleries.

Nature lovers can head to Miller State Park , which has several trails (and a road) leading to the summit of Mount Monadnock. Edward MacDowell Lake has trails as well, in addition to a beach and boat ramp.

25. Plymouth (45 minutes)

Situated at the mouth of Cape Cod Bay, Plymouth is a historical haven for Boston day trippers. The town was the very first permanent settlement by Europeans north of Virginia. Today, it’s a thriving small town with a lovely historic district, perfect for history buffs.

After parking, first head to the  Mayflower II . It’s is a full scale replica of the original 17th century Mayflower.

The Mayflower is famous as the ship that brought pilgrims to the US in 1620. You can even take a tour of the ship itself, which is docked in Plymouth Harbor

Also, to learn the pilgrims’ tale, stop in the state’s oldest museum,  Pilgrim Hall . There, you’ll find an unmatched collection of ancient artifacts and possessions of the pilgrims. Afterwards, you’ll get to wander around historic  Howland House  and visit the 18th century Court House.

If you want to really step back in time, head to  Plimoth Plantation . It’s a living museum that aims to explore the daily lives of the Colonial Americans. The village has been carefully recreated, with thatched roofs and giant open fireplaces.

The actors in the museum are in period costume and never step out of character. You can watch them performing 17th century tasks including building, gardening, and military exercises.

26. Portland Maine (1:45 Hour Drive)

 Located on a peninsula jutting into Casco Bay, Portland is a rare metropolis in a state filled with small hamlets. It’s a hip and laid back place that almost seems too cool for one of  New England’s most beautiful towns . Portland is a great day trip from Boston for foodies.

Portland has myriad cultural offerings and is a bastion of historical preservation. The restored Old Port is a warren of cobbled streets with a movie set feel. This area is filled with vibrant Victorian buildings and buzzing farm to table eateries.

Start on Commericial Street, the main drag, and work your way inward. The Old Port is known for its cobblestone streets, 19th century brick buildings, and fishing piers. It’s also a hive of activity.

In downtown Portland, there’s a thriving art school, infusing the city streets with creative types. And there are 24 commercial art galleries.

Opened in 1983, Portland’s crown jewel and premiere art destination is the  Portland Museum of Art , an architectural masterpiece designed by I.M. Pei of  Louvre  fame. Its innovative architecture allowed curators to redefine the art viewing experience.

Restaurants and coffee bars are filled with visual art. In June, the revived downtown hosts the Old Port Festival, described as “part freak show, part art festival, part fashion parade.”

Portland is also a hot spot for restaurants, coffee shops, and entertainment. Did I mention breweries? Beer lovers will be happy to know that Portland has 18 breweries all its own. It’s the Craft Bew Capital of America.

If you want to delve more deeply into Portland’s foodie culture, there are some awesome tours.

This tour takes you on a culinary walking tour of the Old Port and this tour lets you feast on seafood in the Old Port. If you’re a fan of craft beer, this tour gives you a taste of Portland’s amazing brew pubs.

27. Portsmouth New Hampshire (1 Hour + Drive)

The New Hampshire town of Portsmouth has also made an appearance on Forbe’s list of America’s Prettiest Towns. Portsmouth is a small town in southern New Hampshire along the Piscataqua River. 

Portsmouth is a great Boston day trip destination for art lovers and foodies. It’s known for its upscale farm to table eateries and art galleries.

Portsmouth’s funky downtown is adorable, with activity centered on Market Square. You’ll find classic white steepled churches, rustic brick shops, and sidewalk cafes. Portsmouth Book & Bar combines books, coffee, and live events.

History lovers should check out the Strawbery Banke Museum . It’s a 10 acre outdoor museum featuring period gardens, preserved historic buildings and detailing the story of how the Portsmouth settlement was founded. 

There are 39 historic buildings dating from 1695 to 1820. The Goodwin Mansion is the most impressive.

Prescott Park is a waterfront park near Strawberry Banke, which is great place to picnic. Enjoy the gardens and the Prescott Park Arts Festival, featuring concerts and foodie events.

in 2017, Travel & Leisure called Portsmouth the “Christmas Capital of North America.” It’s a wonderful New England Christmas destination. “Vintage Christmas” is a month long celebration kicking off December 1. A trolley does a loop of the downtown and a candlelight stroll is held on weekends.

Here’s my guide to the best things to do in Portsmouth in one day .

28. Providence Rhode Island (1 Hour Drive)

Nicknamed the “cooler city” by GQ, Providence is one of the  best towns on the East Coast . Providence is home to an Ivy League college, design schools, and a culinary institute. 

The city is a hodgepodge. It combines big city sophistication with small town charm. It has a vibrant local culture, celebrated restaurants, and sparkling waterfront parks. Providence is full of historic Yankee monuments, but also has a young and funky vibe.

Providence is an easy day trip from  Boston , less than an hour away. But this little jewel box of a city is often overlooked by travelers and definitely underrated. So much the better for its admiring visitors.

Be sure to explore Providence’s Little Italy on Federal Hill. Then, head to the East Side to encounter Providence’s Colonial past. Benefit Street is a bucolic 1.2 mile walk that’s an architectural showcase.

You’ll see some of the most beautiful Federal era architecture in the United States. You’ll also find the lovely campus of Brown University.

And you can’t leave Providence without visiting the fabulous  Rhode Island School of Design Museum . A major cultural institution in the United States, RISD houses over 100,000 works. It’s one of the best small museums in the world .

READ: 1 Day Itinerary For Providence

29. Provincetown Massachusetts (2 Hour Drive Or Ferry)

Do you want to combine a day at the beach with great art? head to Provincetown. The pretty town is tucked away on the far end of Cape Cod.

It’s been attracting artists and creative types for more than a century. Eugene O’Neill wrote his first play here. Modern art luminaries like Helen Frankenthaler, Marsden Hartley, and Hans Hofmann had studios here.

Nowadays, there are 60 art galleries scattered down Provincetown’s picturesque streets. It’s the perfect place for art lovers on the East Coast.

The town’s premiere art venue is the Provincetown Art Association and Museum on Commercial Street. The museum highlights local and New England artists with single artist and themed shows.

The Schoolhouse Center for Art & Design is home to several galleries as well. The Silas-Kenyon Gallery focuses on contemporary art. If you like vintage photography, head to the Driskel Gallery.

The big ticket art festivals you should have on your radar are the Spring Arts Showcase Weekend in May and the Fall Arts Festival in September and October. There’s also an International Film Festival in June.

Don’t forget to eat some lobster, preferably at the Lobster Pot . You can go wine tasting at  Truro Vineyards  or sip craft beers at the  Provincetown Brewing Company .

If you visit Provincetown in the summer, you could spend hours in traffic at the Sagamore Bridge if you drive. But you can also take the Providence Ferry . The fast ferry runs direct from Boston to Provincetown from mid-May through mid-October. It’s only 95 minutes each way.

30. Rockport Massachusetts (55 Minute Drive)

I f a stunning seaside town is on your Boston day trip agenda, head to Rockport. This little town is on Cape Ann, the “other” cape in northeast Massachusetts. There’s a reason why North Shore residents treasure Rockport as a lovely weekend getaway.

There are plenty of things to do in Rockport. Stroll around and admire all the fishing boats and painted cottages. Check out the shops and art galleries on Bearskin Neck, a cute area perched on the edge of town.

Sample some fudge at Rockport Fudgery , eat lobster rolls, relax on the beaches, or take a walk along the rocky coastline at  Halibut Point State Park . You can even go on a  Cape Ann whale watch .

31. Rye New Hampshire (1:10 Hour Drive)

Another good beach option is Rye. The picturesque town of Rye is home to the best beach on the 18 mile long New Hampshire shoreline.

First settled in 1623 on Odiorne Point, Rye is the birthplace of New Hampshire. Rye is largely undeveloped because it’s subject to strict zoning laws.

Rye is a serene contrast to the more frenzied Hampton Beach down the road. In Rye, the tide is small and rolling. It’s a perfect place for a beginner surfer.

You can also take a scenic drive down Route 1A past Millionaire’s Row and ogle at Rye’s breathing early 20th century mansions.

32. Salem Massachusetts (45 Minute Drive)

Even if you haven’t traveled in Massachusetts , you’ve probably heard of Salem. Known as the “Witch City,” Salem is a beautiful seaside town and an easy day trip from Boston.

In Salem, you can learn about Salem’s creepy past as the “witch capital” of the United States. Salem embraces its notorious past, when the infamous 17th century Witch Trials defined the town.

Salem is replete with whimsical magic shops, all things haunted horror, and ghostly tour options. Many of Salem’s top attractions are devoted to its witchy history. This means that the best time to visit Salem in during Halloween.

Salem is also famous for its beautiful 17th century Colonial and Georgian architecture and delicious seafood. Essex Street is the historic cobblestoned district, with the original brick  Old Town Hall .

Old Town Hall dates from 1816. The second floor still stands as a public hall and the first floor is used as a public art space.

If you’re a literary fan, you should visit the  House of the Seven Gables . Built in 1668, it’s one of the oldest Colonial mansions still standing in the United States. Nathaniel Hawthorne immortalized the house in his 1851 novel of the same name.

Inside, you’ll find a recreation of the secret staircase from the novel. The house where Nathaniel Hawthorne was born is also on the property.

Click here to buy ferry tickets to Salem.

There are some excellent guided tours in Salem. If you’re a history buff and want to take a witchcraft trials walking tour, this is an excellent guide . If you’re staying overnight in Salem, you can also take this haunted history nighttime tour or this ghosts of Salem walking tour .

33. Stellwagen Bank National Marine Park (30 Minute Drive)

Want to view some of the most massive animals on the planet? The  Stellwagen Bank National Marine Park  is one of the best whale watching spots in the entire world. It’s a wild ocean destination not far from Boston, just 37 miles away.

The sancturay has an extremely productive and diverse environment, which encourages a wide mix of marine wildlife.

Each summer, around 50 recognized humpbacks return. You can also spot dolphins and seals. There are plenty of whale spotting tours available in the area departing from Gloucester or Provincetown. Click  here  for a list of boat tour operators.

34. Stockbridge Massachusetts (2 Hour Drive)

Stockbridge is the quintessential New England town. It’s one of my favorite day trips from Boston.

Stockbridge was settled in 1734 by British missionaries. It’s blessed with simple charm and a fabulous line up of cultural attractions.

Three of the greatest American artists and authors called Stockbridge their home — Edna St. Vincent Millay, Herman Melville, and Norman Rockwell. One of America’s greatest treasures is the  Norman Rockwell Museum .

Rockwell was one of the greatest artists and illustrators in American history. Stockbridge was Rockwell’s long time residence and what he called his “best studio yet.”

You can also visit  Chesterwood , the home of Daniel Chester. It’s a 1920s Colonial Revival house.

It comes complete with the soaring studio of the legendary sculptor and landscape architect. Chester created the statue of President Lincoln seated in the Lincoln Memorial in Washington D.C., and you’ll see plaster models in the museum.

Every summer, Stockbridge (along with Lenox) hosts the Tanglewood Music Festival. It’s a series of concerts across all musical disciplines.

Stockbridge is also home to one of the Berkshires Gilded Age “cottages,”  Naumkeag . You can tour this quirky 44 room mansion designed by Stanford White, a famed starchitect of the time.

 35. White Mountains, New Hampshire (2 Hour Drive)

It’s a hike to get to the White Mountains from Boston. But it’s worth the long drive to spend a day immersed in nature.

The White Mountains are New Hampshire’s premiere attraction. It’s the best day trip from Boston for fall foliage .

The White Mountains are incredibly beautiful, with plenty of natural wonders. They’ve long attracted vacationers, photographers, and adventurous hikers and skiiers. Mount Washington is the Northeast USA’s peak of superlatives. 

The sinuous Kancamagus Highway in the White Mountains is the granddaddy of New England drives. It’s a scenic 35 mile stretch of highway. You’ll be dazzled by the incredibly unspoiled scenic views along the way.

There a few pullouts for trailheads, providing great photo and hiking opportunities. Continue east until you hit the Rocky Gorge Parking Lot. Here, you can take a walk along the Swift River and get views of the beautiful Falls Pond.

 In Crawford Notch State Park , you can explore the backroads and revel in the beautiful fall colors. If you’d like to do some hiking, there are 35 hiking trails of varying difficulty.

Don’t leave without experiencing the  Mt Washington Cog Railway . It’s a historic train ride up to the summit of Mt. Washington. The mountain is the tallest one in the northeastern United States at 6,289 feet.

Aside from driving around soaking up the scenery, you can explore the cute downtown of North Conway, relax at  White Lake  in Tamworth, do a canopy tour at  Bretton Woods , go on a  waterfall hunt  near Conway. 

36. Worcester (1 Hour Drive)

Right in the heart of Massachusetts, Worcester is one of the best day trips from Boston. Worcester is the second largest city in Massachusetts after Boston. It’s just an hour away from Beantown.

Once in Worcester, take a gander through the huge exhibitions at the  Worcester Art Museum . You can easily spend a good few hours inside. The museum has works of Impressionism, Roman mosaics on the Renaissance Court floor, medieval armor, and Paul Revere’s silver collection.

Be sure to visit the  Bancroft Tower . On the National Register of Historical Places, it’s been around in Worcester since 1900. This fantasy medieval castle was built on a whim to honor a US Navy pioneer. It’s a miniaturized castle in the middle of a park.

At night, you can take in a theater or music performance at the elegant Hanover Inn, Mechanics Hall, or Tuckerman Hall.

I hop you’ve enjoyed my guide to the best day trips from Boston. You may enjoy these other New England travel guides:

• 3 day itinerary for Boston
• 1 day in Hanover New Hampshire
• 35 Landmarks in Boston
• 10 day itinerary for New Hampshire
• Berkshires Road Trip Destinations
• Hidden Gem Towns on the East Coast
• 10 day itinerary for coastal Maine
• 7-10 day itinerary for Vermont
• One week itinerary for southern New England
• Fall foliage road trip in New England

If you’d like to take some day trips from Boston, pin it for later.

4 thoughts on “35+ Amazing Day Trips From Boston Massachusetts”

Nice collection of day trips, but with the review of Salem, MA I can’t believe you left off both the Peabody Essex Museum (one of the best art and culture museums in New England) and no mention of any of the NPS sites and all the maritime history this city has.

I know the Peabody Essex Museum is amazing. I’ve written about it in my Salem article and in my article on the best museums in New England. I will add something here. But with a round up post, you can only write so much for each town.

This was definitely a trip down memory lane. I lived in New England for 23yrs and visited many of these destinations. You certainly did a great job on the history. I especially enjoyed the colorful pictures. I am drooling over just the thought of the lobster rolls on the Maine and New Hampshire coast.

I would love a lobster roll right now!

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Last Updated on July 4, 2023 by Leslie Livingston

New England Wanderlust

Connecticut , Maine , Massachusetts , New Hampshire , New York , Rhode Island , Vermont  ·  March 30, 2022

34 Awesome Road Trips From Boston & Best Itineraries (2024)

Boston is an amazing starting point for adventures all over New England and the Northeast. With so many options to visit tons of nearby coastal towns, exciting cities and plenty of quaint, charming villages, there are endless possibilities for road trips from Boston. And since I’ve been road-tripping and traveling all over the Northeast for over 10 years now, I know all the destinations that are worth your time.

This list includes destinations that are all individually under 6 hours from Boston, and if you’re looking for road trip itineraries that combine destinations from this list, be sure to scroll to the end for suggested itineraries to make the most of your road trip!

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🚙 Need to rent a car for your epic road trip? I’ve got you covered! Click here to check the best prices on Discover Cars!

Best Road Trips From Boston

For this list, I’ve broken down the destinations into four categories: Coastal, City, Charming Towns and Luxury Getaways. For each destination, I’ve also included the time it takes to get there from Boston, highlights of the best things to do, what to expect once there, and nearby things to do.

Coastal Road Trip Destinations From Boston

1. plymouth, ma.

Distance From Boston: 40-50 minutes

If you’re looking for a quick, easy getaway from city life in Boston, a little road trip to Plymouth is a fun way to do that. While the town is known for its history dating back to the early 1600s, they are also lots of outdoor activities, parks and beaches, and combine that with a small-town feel, Plymouth makes for a lovely little escape from Boston.

Best things to do in Plymouth:

• Plimoth Patuxet Museum is a living replica of the original pilgrim colony settlement. If you’re a history buff, this is a must-see. You can even climb aboard the Mayflower II, an exact replica of the ship that brought the pilgrims to Plymouth.
• Plymouth Long Beach is a 3-mile long stretch of public beach that’s perfect for getting out by the water.
• Plymouth Farmer’s Market is held every Thursday from May through October, and was Yankee Magazine editor’s pick for best Farmer’s Market in 2018.
• Brewster Gardens is a tranquil, waterfront park that’s sure to invite lots of relaxation.
• Walk around the charming downtown to visit the shops and restaurants,
• Pop into Dirty Water Distillery for an artisanal spirits tasting.
• Go on a whale watch tour with Captain John’s Boat Tours .
• Spend the day getting pampered at Mirbeau Resort & Spa , and even stay for lunch or dinner, or the night for the ultimate day of relaxation.

Click here to book your stay at Mirbeau Resort & Spa!

Psst! I have an entire post on visiting Plymouth, MA , if you need more ideas!

2. Cape Cod, MA

Distance From Boston: 1-2.5 hours, depending on where you to choose to go on Cape Cod.

With over 500 miles of shoreline to explore, Cape Cod is the ultimate beach road trip from Boston because you can get there in about 2 hours and feel like you’re in a whole other world. There are 15 towns in Cape Cod to choose from for your visit, and more beaches than anyone can count. Fill your days being ocean-side, exploring beautiful little coastal towns, eating fresh seafood and taking in amazing sunsets.

Best Things To Do on Cape Cod :

• Visit The Cape Cod National Seashore
• Explore Chatham’s downtown
• Visit Provincetown and the Pilgrim Monument
• For more on the best things to do on the Cape, click the link below for my detailed travel guide.

You may also enjoy:

• Can’t Miss Things To Do When Visiting Cape Cod For The First Time
• Best Things To Do On Cape Cod For Adults
• Best Towns To Stay In On Cape Cod
• What To Pack For Cape Cod
• Unique Things To Do On Cape Cod

3. Nantucket, MA

Distance From Boston: 2-3 hours, which includes time to park at the ferry terminal, and ride the ferry.

Nantucket is a gorgeous island off the coast of Cape Cod bursting with charm and natural beauty. A day trip to Nantucket is common while visiting Cape Cod, but staying overnight for a night or two would be the best way to make the most of your road trip from Boston. This is a great island to explore if you’re looking for stunning beaches and a beautiful downtown area.

To get to Nantucket, you’ll need to take the ferry from Hyannis on Cape Cod. From there, you can choose between Hyline Cruises or Steamship Authority to get to Nantucket.

Best Things To Do on Nantucket:

• Explore the shops and restaurants in the main town.
• Visit Brant Point Lighthouse.
• Rent a moped to explore the local beaches and towns.
• For more amazing things to do on Nantucket, click the link below for my detail travel guide on a Nantucket day trip.
• The Best Nantucket Day Trip Travel Guide
• How Many Days Do You Need On Nantucket + Suggested Itineraries
• How To Visit All The Nantucket Lighthouses

4. Martha’s Vineyard, MA

Martha’s Vineyard is the other island off the coast of Cape Cod, and it’s more popular as an overnight destination, versus a day trip because it’s bigger. Comprised of 6 beautiful towns, Martha’s Vineyard is home to beautiful beaches, quaint Main Streets for shopping and dramatic cliff-lined shores.

To get to Martha’s Vineyard, you’ll need to take a ferry from either Woods Hole or Hyannis (both terminals located on Cape Cod). There is no benefit to picking one over the other, and it’s best to just pick whichever location is more convenient for you (usually it’s Hyannis for most people).

Best Things To Do on Martha’s Vineyard:

• Gingerbread Cottages in Oak Bluffs
• Edgartown downtown and lighthouse
• Aquinnah Cliffs and Gay Head Lighthouse
• South/Katama Beach
• For more information on visiting Martha’s Vineyard, click the link below for my guide on deciding between Nantucket or Martha’s Vineyard for a day trip.

You may also find these Martha’s Vineyard posts helpful:

• Is Nantucket or Martha’s Vineyard Better For A Day Trip?
• The Ultimate Martha’s Vineyard Day Trip Guide
• How To See Martha’s Vineyard Without A Car

5. Marblehead, MA

Distance From Boston: 40-50 minutes.

Marblehead is an adorable little coastal town along the North Shore of Massachusetts, and a very quick road trip from Boston. This is the place to come if you’re looking for historical homes, small-town charm, great seafood, dramatic, rocky coastline and options for beaches.

Best Things To Do in Marblehead, MA:

• Marblehead Lighthouse & Chandler Hovey Park
• Self-guided historical home walking tour.
• Take in the views at Castle Hill Rock.
• For more information on the best things to do in Marblehead, click the link before for my detailed travel guide.

Click here to read even more awesome things to do in Marblehead!

6. Salem, MA

Distance From Boston: 30-40 minutes.

Salem is another little coastal town along the North Shore of Massachusetts, and is known for being the premier New England destination for all things spooky. While visiting Salem in October is definitely a bucket list-worthy goal, it’s actually a really wonderful town to visit all year round. It’s very walkable with a variety of things to do, and makes for a great day trip, or a weekend getaway.

Best Things To Do in Salem, MA:

• Winter Harbor Park and Lighthouse
• Salem Witch Trials Memorial
• Salem Maritimes National Historic Site
• Essex Street Pedestrian Mall
• House of Seven Gables
• Peabody Essex Museum

Psst! I have some helpful guides including planning the perfect Salem, MA day trip , and the best time to visit Salem if you need more information 😉

7. Rockport, MA

Distance From Boston: 50-60 minutes.

Rockport is one of my favorite coastal towns in all of New England. It has so much character, wonderful shops and restaurants, and really invites you to slow down a bit to take it all in. It’s a small town, and can be done in a day, but a weekend here would be a very relaxing road trip from Boston.

Best Things To Do in Rockport, MA:

• Visit Motif 1, the most painted building in New England, if not the country!
• Go for a scenic walk or hike at Halibut Point State Park.
• Meander through the shops on Bear Skin Neck.
• For more things to do in Rockport and the North Shore region, click the links below for my detailed travel guides.

Click here for more amazing things to do in Rockport!

Click here to read my travel guide on the best things to do on Cape Ann!

8. Newburyport, MA

Newburyport is a delightful little coastal town in Massachusetts that has a very traditional New England feel with beautiful homes at every turn, and an adorable little downtown area and waterfront park. Newburyport is also home to Plum Island, which is a gorgeous part of town with amazing beaches and wildlife sanctuaries.

Best Things To Do in Newburyport, MA:

• Visit Oldies Marketplace to look for antiques and treasures.
• Meander the streets of downtown to explore the beautiful storefronts.
• Take a leisurely stroll along the waterfront park.
• Pack a picnic or take a nature walk at Maudslay State Park , which has over 500 acres to explore.
• Head out on the open waters with Yankee Clipper Tours , and cruise around the Merrimack River and Newburyport Harbor.
• Drive over to Plum Island to visit Plums Island Beach, buy some handmade soaps at Plum Island Soap Co. , and walk the stunning nature trails at the Parker River National Wildlife Refugee .

Click here to read my full guide to visiting Newburyport & Plum Island!

9. Block Island, RI

Distance From Boston: 3-3.5 hours, which includes time to park at the ferry terminal, and ride the ferry.

Block Island is a beautiful island off the coast of Rhode Island with gorgeous beaches, walking trails, water activities, salt marshes, great restaurants and is overall a wonderful place to relax while appreciating the outdoors. This actually might be one of my top underdog suggestions for a weekend getaway from Boston.

It actually reminds me a bit of Prince Edward Island, so if you’re looking to live out your Anne of Green Gables dreams, but can’t make it to Canada, this is a great place to do that. There’s even a lovely hotel on the island called Avonlea.

To get to the island, you’ll need to drive to the Pt. Judith ferry terminal in Rhode Island. For more information on the ferry, click here .

Best Things To Do on Block Island, RI:

• Take in the views at Mohegan Bluffs.
• Rent a moped to explore the entire island.
• Spend some time swimming at Mansion Beach.
• Visit the island’s two lighthouses.
• Have lunch with a water view at The Oar .

Click here to read all my tips for taking a Block Island day trip!

10. Newport, RI

Distance From Boston: 1.5 hours, but always anticipate extra traffic crossing the Newport bridge.

Newport is a stunning coastal city in Rhode Island that’s the perfect destination for sailing, shopping, dining and being by the water. Even though it’s technically a city, I wanted to include it in the coastal destinations group because it definitely feels more like a resort waterfront town than a city.

With so many things to do, you could easily spend a weekend here, but Newport will also work for a day trip.

Best Things To Do in Newport, RI:

• Walk along Cliff Walk for amazing coastal views.
• Visit Bowen’s Wharf for shopping and dining.
• Grab a lobster roll at the Newport Lobster Shack .
• Walk over to Goat Island to see the lighthouse and take in views of the Newport Bridge.
• Sail around Narrangansett Bay with Sightsailing of Newport .
• Visit the unique shops along Thames Street.
• Grab lunch and cocktails at The Lawn at Castle Hill Inn , overlooking the water. Better yet, book an overnight stay for the ultimate Newport experience!

Click here to book your stay at The Castle Hill Inn in Newport .

Click here to read all my tips for taking a Newport, RI day trip!

Click here to read about all the best things to do in Newport, RI in the winter!

11. Mystic, CT

Distance From Boston: 1.5 hours

This adorable little town sits along Mystic River, and has an awesome mix of preserved maritimes history, small-town charm and nature. While Mystic is mostly visited for its quaint, waterfront downtown, it’s also home to parts of two bordering towns, Stonington and Groton, giving you opportunity to explore a few different coastal Connecticut destinations during your visit.

Best Things To Do in Mystic, CT:

• See penguins, beluga whales, sharks and sea lions at the Mystic Aquarium .
• Learn all about maritimes history at the Mystic Seaport Museum and Village , which is regarded as one of the best, if not the best, Maritimes museums in the country.
• Hit the trails at Bluff Point State Park.
• Take a sunset or moonlit cruise with Poet’s Lounge Sailing Charters .
• Grab a warm lobster roll, which originated in CT, at Ford’s Lobster in nearby Noank.

Click here to read about all the best things to do in Mystic, CT!

12. The Hamptons, NY

Distance From Boston: 5.5 hours if driving the whole way, 6 hours if you drive to New London, CT to take the ferry.

The Hamptons needs no introduction, as it’s become a famous summer destination in New York thanks to many celebrities calling it a secondary home. Sitting along the Long Island sound, you can expect gorgeous beaches, amazing shopping and restaurants, specialty food markets and farmer’s markets, wineries and plenty of opportunity for rest and relaxation.

The Best Things To Do in The Hamptons:

• Have a beach day and watch the surfers at Coopers Beach in Southampton.
• Go vineyard hopping, and taste some of the local wines. Channing Daughters Winery and Wölffer Estates are two great options.
• Take in the views at Montauk Lighthouse.
• Enjoy an afternoon of rest and restoration at the Montauk Salt Caves .
• Have some amazing and fresh seafood at Bostwick’s Chowder House in East Hampton.
• Rent a bike and ride along Gin Lane in Southampton for incredible views of the ocean, and to see some amazing houses.

13. Ogunquit, ME

Distance From Boston: 1 hour and 15 minutes

One of my favorite beach towns in all of New England is Ogunquit, which is one of the best places to visit in Maine in the summer , but it’s really fun in spring and fall, too. Offering both dramatic and rocky coastline that Maine is famous for, as well as a long, sandy beach that’s perfect for swimming, you’ll get the best of both worlds here. Ogunquit’s town is entirely walkable, so once you drive in, you’ll be able to leave your car behind and get almost everywhere by foot. There’s an amazing downtown scene with plenty of shops and restaurants, and you’re never that far from Ogunquit Beach.

Best Things To Do in Ogunquit, ME:

• Walk along Marginal Way, where you’ll get the most amazing views of the rocky coastline.
• Visit Perkins Cove to enjoy its charming shops and restaurants.
• Spend plenty of time at Ogunquit Beach, one of the best beaches in Maine.
• For more information on things to do in Ogunquit, click the link below for my detailed travel guide.

Click here to read about more amazing things to do in Ogunquit!

14. Kennebunkport, ME

Distance From Boston: 1 hour and 25 minutes

Just a short distance from Ogunquit is Kennebunkport, so these two destinations could easily be combined, and both are worth your time. Kennebunkport is full of character, and can be visited as either a day trip, or a weekend getaway, from Boston. Offering both beaches and a wonderful downtown scene, this is a great place to relax, unwind and enjoy being by the water.

Best Things To Do in Kennebunkport, ME:

• Visit Gooch’s Beach for a walk along the shore, or go for a swim.
• Have an authentic lobsterman experience with Rugosa Lobster Tours .
• Walk around the downtown and Dock Square shops.
• Grab an artisanal ice cream cone at Rococo Ice Cream .
• Have some craft cocktails and beer at Batson River Brewing and Distillery .
• Walk along Parson’s Way for amazing views of the dramatic coastline.
• Grab fresh seafood takeout from The Clam Shack .

Click here to see why Kennebunkport is one of the best Christmas towns in New England!

15. Bar Harbor/Acadia National Park

Distance From Boston: 4 hours and 45 minutes

One of the absolute best places to visit in all of Maine is Bar Harbor and Acadia National Park, and this will make an epic road trip from Boston. Bar Harbor is the adjacent town to Acadia, and where most people stay when visiting the park. Bar Harbor is a fun destination on its own because it’s full of character, and has great restaurants, and a beautiful harbor-side walking path and park.

Acadia National Park is one of the top destinations in all of New England, providing over 120 miles of hiking trails, and countless opportunities to take in some of the best and most incredible coastline views in the entire Northeast. In my opinion, this is one of the best roads trips from Boston you can take.

Best Things To Do in Bar Harbor & Acadia National Park:

• Walk along the Ocean Path trail inside Acadia, which is a flat, easy path along Shore Road that provides the most payoff for minimal effort when it comes to the most famous views in the park.
• Have lunch and popovers at Jordan Pond House inside Acadia, which offers views of the lawn and Jordan Pond.
• Drive to the summit of Cadillac Mountain inside Acadia for sunrise or sunset.
• Explore Bar Harbor’s downtown.
• Take a leisurely walk along Shore Path in Bar Harbor for the best views of the harbor.
• Visit Bass Harbor Lighthouse inside Acadia.

Tip : You’ll need to purchase a park pass to enter any attractions inside Acadia National Park. Park passes can be purchased online in advance by clicking here .

Psst! I have some posts on Acadia that you may find helpful, including my Acadia National Park Itinerary , and the Best Time To Visit Acadia National Park .

Luxury Road Trip Destinations From Boston

These destinations don’t have to be all about luxury, but since it’s nice to treat yourself every now and then, I wanted to include a few of my favorite luxury resorts that are easy road trips from Boston. If all you’re looking for is a little R&R and some serious pampering without having to leave the resort grounds, these are amazing places to visit.

16. Cliff House in Cape Neddick, ME

If you’re looking for the ultimate coastal Maine getaway to fully relax and recharge, then Cliff House will be the perfect road trip from Boston for you. This oceanfront resort sits atop 70 acres of cliffs, and offers incredible amenities that will allow you fully emerse yourself in Maine’s natural beauty without having to go far. Almost every square foot of this property has an ocean view, so there’s no way you can be stressed during your visit.

What To Expect During Your Stay At Cliff House:

• Beautifully-appointed rooms with a private terrace, and your choice of partial or full ocean views. Some rooms are also ocean-front.
• Complimentary coffee, tea and water stations on each floor.
• A full-service spa.
• Three oceanfront restaurants and a coffee cafe.
• Manicured gardens and pathways for relaxing walks.
• Two outdoor pools, two indoor pools and a hot tub.
• On-site shopping.

Click here to book your stay at Cliff House!

17. Ocean House in Westerly, RI

Distance From Boston: 1 hour and 45 minutes

For one of the very best luxury experiences in all of New England, Ocean House in Westerly, RI is a truly amazing destination. With the entire properly overlooking the Block Island Sound, it’s guaranteed you’ll be able to relax during your stay. Travel + Leisure has even named Ocean House as one of the top 100 hotels in the entire world.

What To Expect During Your Stay At Ocean House:

• Freshly designed and elegant coastal New England rooms and suites.
• Complimentary use of the hotels Mercedes-Benz convertibles for self-guided tours.
• Complimentary activities within the resort, such as daily yoga and cooking classes.
• Valet parking included in your room rate.
• Four on-site restaurants, and lobster dinners on the lawn during the summer.
• An on-site spa.
• Beautifully manicured lawns with yard games.
• Complimentary refreshments throughout the day.

Click here to book your stay at the Ocean House!

18. Mohonk Mountain House in New Paltz, NY

Distance From Boston: 3 hours and 45 minutes

If you’re looking for the ultimate road trip from Boston that combines hiking in the mountains with total relaxation, then Mohonk Mountain House is perfect for you. Located in the small college town of New Paltz, Mohonk Mountain House is right in the heart of the Hudson Valley of New York, and is surrounded by 40,000 acres of forest.

Overviews of the resort have been used in the Amazon Prime series Upload , and has long been rumored to be the inspiration behind Stephen King’s The Shining . But don’t let that scare you away! That only thing that will actually scare you once here is how amazing the views are.

If an overnight stay doesn’t work with your plans, guests can also purchase a day pass to the resort grounds, which allows you access to the hiking trails. This is a great way to enjoy the scenery without committing to an overnight stay.

What To Expect During Your Stay At Mohonk Mountain House:

• Traditionally-decorated rooms and suites that overlook the mountains. Most rooms also come with private balconies and rocking chairs.
• Lake Mohonk on the resort grounds.
• An all-inclusive stay where breakfast, lunch, afternoon tea and dinner, as well as all outdoor activities such as kayaks, row boats and canoes, are all included in the room rate.
• 85 miles of hiking trails right outside your door.
• Farm-to-table dining.
• Benches and chairs situated all over the resort grounds for moments of rest, and to clear your mind.

Click here to book your stay at Mohonk Mountain House!

Click here to read my detailed review of a Mohonk Mountain House Day Pass!

19. Mirbeau Spa in Rhinebeck, NY

Distance From Boston: 3 hours and 10 minutes

Mirbeau has a few locations throughout the Northeast, but my favorite of them all is in Rhinebeck, NY, a beautiful little town in the Hudson Valley. This particular Mirbeau Spa is one of the newer additions to their family, and is decorated in a modern, Parisian style, which makes it feel like a unique destination.

The spas at Mirbeau are really amazing. I’ve personally had massages and treatments at different locations, and they’ve always been consistent in quality (and, of course, relaxation). Guests are invited to walk around in robes, including at lunch, and the on-site hotel allows you to continue your relaxation journey into the evening for the perfect overnight stay.

What To Expect During Your Stay At Mirbeau in Rhinebeck, NY:

• A serene, calm spa atmosphere throughout the entire grounds.
• A relaxation room, aqua terrace and steam facility within the spa.
• Different spa packages to customize your stay that include dining options to make your visit stress-free.
• Luxurious and Parisian-inspired accommodations with options including in-room fireplaces and soaking tubs.

Click here to book your stay at Mirbeau in Rhinbeck!

Charming Small Town Road Trip Destinations From Boston

If you’re looking to visit some of the most charming towns in New England and New York for your road trip, I’ve got your covered! Here are the most adorable little towns to visit that make awesome road trips from Boston.

20. Saratoga Springs, NY

Distance From Boston: 3 hours and 15 minutes

While technically a city, Saratoga Springs’ historic downtown feels very much like a quaint village. Located in Upstate, NY and known for its horse racing track season, this destination has so much more to offer including a wonderful Main Street for shopping and dining, gorgeous parks, beautiful and historic architecture and live entertainment.

Best Things To Do in Saratoga Springs, NY:

• Walk around the grounds of Saratoga Spa State Park, which is a National Historic Landmark. You can enjoy a round of golf at an 18-hole championship course, have a picnic by the reflecting pool and admire the architecture of the Hall of Springs.
• July – Labor Day, visit the Race Track , and even try your hand at placing bets on the winner!
• Stroll through Congress Park, and find the mineral springs to taste the local water.
• Enjoy a healing bath at the Roosevelt Baths & Spa . The spa staff is trained on how to draw the perfect bath at just the right temperature, and the minerals in the waters have been said to have health benefits such as reducing sinus congestion and arthritis symptoms.
• Take in a live show at SPAC , one of the the country’s most renowned outdoor concert venues.
• Walk up and down Broadway, downtown’s main street, to visit the local shops and restaurants.
• Grab delicious cocktails with lunch or dinner at Morrissey’s Lounge & Bistro inside the famed Adelphi Hotel. Better yet, book an overnight stay at this Gilded Age-era boutique hotel, located in the heart of Saratoga’s downtown.

Click here to book your stay at the Adelphi Hotel in Saratoga Springs!

21. Skaneateles, NY

Distance From Boston: 5 hours and 20 minutes

Skaneateles is a lakeside town in the Finger Lakes region of Upstate, NY, and is a wonderful place to visit, especially in the Summer. With Skaneateles Lake right in the heart of downtown, and an adorable Main Street with really nice shops and restaurants, the quaintness of the town is perfect for rest and relaxation, but also offers plenty to do to keep from ever being bored.

Best Things To Do in Skaneateles, NY:

• Walk around Main Street to visit the boutiques.
• Sit and admire the views of the lake from the town’s many waterfront areas.
• Visit Anyela’s Vineyards to enjoy a tasting, or sip on a glass of wine and take in the peaceful views of the vineyards.
• Head out onto the lake for a boat tour.
• Grab dinner and drinks at the Sherwood Inn , located right in the heart of town, and just across the street from the lake.
• Spend the day getting pampered at Mirbeau Inn & Spa , the original Mirbeau location, which is home to a Monet-inspired garden and bridge.

Click here to book your stay at Mirbeau Inn & Spa in Skaneateles!

Click here to read more suggestions on the best things to do in Skaneateles, NY!

22. Lake Placid, NY

Distance From Boston: 5 hours

Known for hosting two Olympic games, Lake Placid in the Adirondack region of Upstate NY has so much more to offer (although, the Olympic sites are definitely worth visiting!). I personally love visiting Lake Placid in the winter because the alpine-inspired town really seems to come alive with apres-ski vibes, but it’s really a great destination all year round. While in Lake Placid, you’ll be surrounded by mountains and fresh air, and feel like you’ve truly escaped from every day life.

Best Things To Do in Lake Placid, NY:

• Walk around Mirror Lake, located in the heart of Lake Placid’s downtown.
• In the winter, enjoy skiing at Whiteface Mountain , and ice skating and a Toboggan Chute on Mirror Lake.
• Enjoy the miles of hiking trails in the nearby mountains.
• Walk around the alpine-inspired downtown village to visit the quaint shops.
• In the summer, go for a swim in Mirror Lake from the public beach area.
• Visit the Olympic sites, including the ski jump, ice arena and the Lake Placid Olympic Museum .
• Walk around High Falls Gorge, a 22-acre nature park with waterfalls.
• Grab drinks and lunch or dinner at The Cottage, a restaurant at Mirror Lake Inn Resort & Spa that sits right on Mirror Lake. Better yet, book an overnight stay, and also enjoy the on-site spa for the ultimate Lake Placid getaway!

Click here to book your stay at the Mirror Lake Inn Resort & Spa in Lake Placid .

Click here to read my post on all the best things to do in Lake Placid in the fall!

23. Hudson, NY

Distance From Boston: 2 hours and 45 minutes

Located in the Hudson Valley of New York, Hudson is known as being incredibly charming, and one of the best destinations for antiquing in the area. This is a great little town to visit if you’re looking to relax, enjoy a small-town atmosphere and see where the day takes you. Hudson is also a great destination if you’re looking to explore the entire Hudson Valley region.

Best Things To Do in Hudson, NY:

• Antiquing! There are countless antique shops in Hudson, and you’ll definitely want to check out The Antique Warehouse , which has over 300,000 sq. feet of treasures.
• Stroll down Warren Street, where most of the storefronts can be found.
• Take a boat cruise along the Hudson River with Hudson Cruises , which offers tours to the Hudson-Athens Lighthouse, and even murder mystery cruises!
• The Hudson Farmer’s Market is regarded as one of the best in the region, and is open every Saturday in-season, and also has a winter location February-April.
• Tour the local art galleries.
• Go for a nature walk in the Greenport Conservation Area, which is home to over 7 miles of trails, and is walkable from downtown Hudson.

Click here to read my post on the best things to do in Upstate New York in the fall!

24. Manchester, VT

This small little town in Southern Vermont is the perfect place to disconnect and relax. As you cross the New York/Vermont border, you’ll begin to see the tall mountains all around you, and instantly feel more at peace. In fact, you’ll be able to see the surrounding mountains from everywhere in downtown Manchester. And with everything to do from shopping and dining to hiking and nature walks, you’re sure to find something that everyone in your group will enjoy.

Best Things To Do in Manchester, VT:

• Hike or drive up Mt. Equinox, the tallest mountain in the Taconic Range, and enjoy the incredible views from above.
• Browse through Northshire Bookstore , an amazing independent bookstore that’s been in business since 1976. Here, you’ll find new and used books, a wonderful children’s section, and unique Vermont-inspired gifts and souvenirs.
• Visit Hildene , the Lincoln family estate, where visitors can tour the gardens, walking trails, farm land and indoor exhibits, and enjoy sweeping views of the Vermont countryside.
• Rent a tube at Vermont River Runners and take a relaxing water tube ride along the Battenkill River, which is perfect for a warm summer day.
• Grab a sandwich as big as your head at Zoey’s Deli . I also love their homemade chips!
• Hike the Lye Brook Falls trails to visit a beautiful waterfall. The trailhead is a short 5-minute drive from town center.
• Go for a dip in the Dorset Marble Quarry for a unique swimming experience!
• After your swim, visit the Dorset Union Store , a quintessential Vermont country store.

Click here for an awesome Vermont covered bridges tour itinerary!

25. Woodstock, VT

Distance From Boston: 2.5 hours

Of all the Vermont towns on this list, I think Woodstock might be my favorite. I love them all, but there’s something about Woodstock that just screams New England charm, and perfectly balances being a town that caters to tourists, while not losing any of the local character. It’s one of those idyllic towns you’ll daydream about moving to.

Best Things To Do in Woodstock, VT:

• Walk through the truly adorable village and enjoy the local shops and coffee cafes.
• Head over to the Woodstock Middle Covered Bridge, located right in the village, for a picture-perfect Vermont moment.
• Get your hands muddy with a pottery workshop at Farmhouse Pottery .
• Drive to nearby Quechee and visit the Simon Pearce Restaurant & Mill , and take in a live glass-blowing demonstration, as well as lunch overlooking the gorge.
• Head over to Quechee Gorge Village after Simon Pearce for some antiquing.
• Visit Billings Farm & Museum to tour a working dairy farm, gardens and orchards, and see live demonstrations. The grounds here are truly spectacular!
• Hike Mount Tom for stunning views of Woodstock from above.
• Best Places To Stay In Vermont In The Fall
• Best Things To Do In Woodstock, VT
• Best Winter Getaways In New England

26. Stowe, VT

Distance From Boston: 3 hours and 20 minutes

Stowe is an adorable little village in Northern Vermont that I love to visit, and it always puts a smile on my face. Even though it’s a well-known ski destination in the winter months, it’s a great little place to visit year-round will lots of outdoor activities and perfect Vermont scenery all over, including some beautiful covered bridges.

Best Things To Do in Stowe, VT:

• Hike Mount Mansfield, the highest mountain in Vermont, or drive the auto road to the summit.
• See if you believe in ghosts at Emily’s Covered Bridge. Legend says it’s haunted by a girl who hung herself on the bridge after her boyfriend never came to meet her.
• Walk the Stowe Recreation Path, a 5.5-mile long paved path that goes through beautiful scenery throughout the village. The path can be accessed from several locations in the village.
• Connect to the Quiet Path along the Rec Path, which is reserved for walkers only (meaning, no bikes wizzing by you). It meanders through parts of Mayo Farm, and is a very relaxing way to spend an afternoon.
• Go hiking at Smuggler’s Notch State Park.
• Visit the nearby Ben & Jerry’s Factory for a tour.
• Explore Sterling Falls Gorge.
• In the winter, hit the slopes at Stowe Mountain Ski Resort.
• Pick up some chocolates from Lake Champlain Chocolates.
• Best Things To Do In Stowe, VT
• Best Stops To Make When Driving From Boston to Stowe, VT
• Best Things To Do In Vermont In The Winter

27. Greenwich, CT

Distance From Boston: 3 hours

Greenwich is an absolutely beautiful town that sits right on the border of New York, and also very accessible to Manhattan. I love coming to this idyllic little town when I want a day of relaxing, shopping, dining, being outside, visiting the beach and enjoying the gorgeous scenery.

Best Things To Do in Greenwich, CT:

• Shop the stores along Greenwich Avenue.
• Enjoy a serene walk through the Donald M. Kendall Sculpture Gardens in nearby Purchase, NY.
• Meander through Montgomery Pinetum, a public park that’s very relaxing, and also has beautiful ponds, nature trails and gardens with an educational center and greenhouse.
• Head to the Lobster Bin for an amazing lobster roll on-the-go.
• Spend some time at the beaches along Greenwich Point Park.
• Admire the architecture of the historic district buildings.

28. Jackson, NH

Let’s head to the White Mountain National Forest in New Hampshire! One of the best towns to stay in is Jackson, where you’ll find a lovely downtown and Main Street, an iconic red covered bridge, and endless opportunities to explore the White Mountains region, including lots of hiking and outdoor activities. While it’s most popular during the winter for skiing, and the fall for foliage season, Jackson can be enjoyed year-round.

Best Things To Do in Jackson, NH:

• Visit Honeymoon Bridge, the town’s famous red covered bridge.
• Drive to the summit of Mount Washington, the highest peak in New England.
• Hike the Glen Ellis Falls Trail.
• Explore the downtown shops and restaurants.
• In the winter, go skiing at Black Mountain. In the summer, the mountain offers horseback riding and lots of hiking trails.

You may also like: The best things to do in New England in the fall!

City Life Road Trip Destinations From Boston

Even though you’re road-tripping from a city already, it’s still exciting to explore a new one. There are quite a few cities that make for amazing road trips from Boston, and many of them can be combined with other destinations from this list to offer the best of city life, and coastal or small-town living.

29. Portsmouth, NH

Distance From Boston: 1 hour

This charming little city is just a short drive from Boston, and definitely feels more like a town than a city. Portsmouth is a port-side city with a gorgeous downtown filled with quaint shops and boutiques, and is known as being a huge foodie destination. This is a great city to visit if you’re looking for a lot of character, and lots of options when it comes to being outside, dining and shopping.

Best Things To Do in Portsmouth, NH:

• Grab some fresh and delicious pastries from Elephantine Bakery , and be sure to enjoy them just outside the cafe in the most adorable little courtyard.
• Shop the boutiques in downtown Portsmouth.
• Walk along Prescott Park, which has over 10 acres of waterfront gardens and paths, and is home to live entertainment in the summer months.
• Take a dip in the water at Great Island Common Park.
• Go brewery hopping, as Portsmouth is home to five breweries.
• Enjoy a drink at the Book & Bar , a combined bookstore, cafe and bar.
• Head out onto the water with Portsmouth Harbor Cruises .
• Visit Portsmouth Harbor Lighthouse.

30. Providence, RI

Providence is the capital of Rhode Island, and also home to famed schools Brown University and the Rhode Island School of Design. It’s also a really fun city to be a tourist! With Providence River running through the city, you still have opportunities to feel like you’re connected to nature, and with tons of restaurants, shops, nightlife and history, this destination makes for an amazing road trip from Boston.

Best Things To Do in Providence, RI:

• Visit The Arcade , the country’s very first shopping mall designed with Greek revival architecture, and now home to some awesome boutiques and art galleries.
• Visit the Roger Williams Park Zoo , which is the third oldest zoo in the country, where guests can feed giraffes and other farm animals, and see over 160 different species while visiting. You can also jump on the Explore and Soar ride, which is a fun zip ride and train excursion through the forests.
• Enjoy a leisurely walk along the Providence Riverwalk.
• During the summer, experience WaterFire, where braziers are set with bonfires in the middle of the river.
• Take in the exhibits at the RISD Museum of Art.
• Take a Venetian gondola ride along the river at Waterplace Park.
• Do a self-guided historical walking tour along Benefit Street to see some of the city’s most historic houses and buildings.
• Take a boat tour along the Providence River.

Click here to read my post on the best day trips from Providence!

31. Portland, ME

Portland is an exciting waterfront city in Maine that sits on a peninsula along Casco Bay, and provides the best of both worlds as far as being a city destination that’s also coastal. With things to do outdoors along the dramatic coastline, to an amazing restaurant and food scene, Portland has a little something for everyone during your road trip from Boston.

Best Things To Do in Portland, ME:

• Portland Head Lighthouse is a must! It’s the most famous lighthouse in Maine, and one of the most iconic in all of New England. Nearby, you can also visit Spring Point Ledge Light and Bug Light, and do a mini lighthouse tour without leaving the city!
• Visit one of my favorite breweries in New England, Bissell Brothers . They also get bonus points for being close to the waterfront at Thompson’s Point.
• Meander around Old Port to see the city’s fishing industry come to life.
• Walk along the lively waterfront scene on Commercial Street for shopping, dining and water views.
• Tour the open waters on a beautiful Schooner tour with Portland Schooner . They also invite you to pack a picnic with beer and wine to enhance your experience.
• Tour the Portland Arts District, which is filled with art galleries, museums and theaters.
• Take a culinary tour of the city and learn the very best places to eat, led by a local. Click the link below to book your tour, or learn more info.

Click here to book your walking culinary tour in Portland!

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32. New York City

Distance From Boston: 3 hours and 45 minutes (but always allow extra time for traffic)

New York City needs no introduction, and if you’ve never been to the city that never sleeps, this is an absolute must if you’re looking into road trips from Boston. Below is a list of my absolute favorite things to do when I visit NYC, which includes the best things to do for first-time visitors.

The Best Things To Do in New York City:

• Walk the Brooklyn Bridge and visit DUMBO for sweeping views of both the Brooklyn and Manhattan bridges.
• Get bagels at Brooklyn Bagel (the best in the city).
• Visit Central park, and be sure to stop at Bow Bridge, Belvedere Castle and The Mall walkway.
• Grab a slice of pizza at Joe’s (150 E 14th St.)
• Explore the MET Museum and Cloisters.
• Take the Staten Island Ferry for views of the Statue of Liberty (this is free and way better than the official tours, which are super crowded!).
• See a broadway show.
• It’s touristy, but I love going to the top of the Empire State Building.
• Walk around the West Village for amazing streets and brownstones.

33. Burlington, VT

Burlington is a small and beautiful city in Northern Vermont that sits along Lake Champlain, and is wonderfully diverse, exuberant and also very relaxing. This is a great destination if you’re looking for a small-town feel set in a bigger city, waterfront and outdoor activities, an art scene and plenty of amazing restaurants.

Best Things To Do in Burlington, VT:

• Walk around Church Street, a pedestrian-only area lined with unique shops and restaurants.
• Stroll around the waterfront to admire the views of Lake Champlain, as well as the Burlington Breakwater Lighthouse.
• Bike the Burlington Bike Path, a beautiful path along the lake that’s over 7 miles long.
• Go kayaking or stand up paddleboarding on the lake.
• Head to nearby Shelburne to tour Shelburne Farms , one of my favorite things to do in all of Vermont! There are tons of hiking and walking trails through the 1400-acre picturesque grounds, and you can stop to sample their homemade cheeses and baked goods along the way.
• Take in the art scene on the South End, which is loaded with galleries and shops.
• Get a taste for the local brews with a Sip of Burlington Beer Tour. Join a small group for dinner, and learn from a local brew expert as you taste all the different beers that are brewed nearby. Click the link below to learn more, or book your tour.

Click here to book your Beer of Burlington experience!

34. Philadelphia, PA

Last but most definitely not least on our round-up of the best road trips from Boston, is the city of Brothery Love, Philadelphia. Philly is Pennsylvania’s largest city, and is deeply rooted in history, but there are all kinds of things to do from exciting nightlife and amazing food to parks and waterfront activities.

Best Things To Do in Philadelphia, PA:

• Run up the Rocky Steps at the Philadelphia Museum of Art, and snap a picture with the Rocky statue. A bit touristy, but if you’re a fan of the movie, you gotta go for it.
• Speaking of the Philadelphia Museum of Art , after your Rocky moment, be sure to visit. They have an amazing American art collection, as well as works by famed impressionists Renoir, Degas and Monet.
• Tour Independence Hall, regarded as the birthplace of the United States, and where the Declaration of Independence was debated by our Founding Fathers.
• Venture just outside the city to visit Longwood Gardens, an expansive garden oasis filled with both indoor and outdoor gardens and, and beautifully designed grounds.
• Grab a Philly cheesesteak at Woodrow’s Sandwich Shop .
• Stroll along the Delaware Riverfront to explore Cherry Street and Race Street Piers, and take in amazing views of the Benjamin Franklin Bridge.
• Hop on a BYOB trolley tour of the city, hosted by hilarious guides that share historic and entertaining information, and take you to some of the top sites in the city. Click the link below to learn more, or book your tour.

Click here to book your Historically Hilarious Trolley Tour in Philadelphia!

Road Trip Itinerary Options

If you’re looking to combine towns from this list into longer roads trips, or are wondering which towns are close enough to combine together to maximize your time and cover the most ground, I’ve got you covered! Below you’ll find suggested itineraries with different routes you can take while planning the best road trips from Boston.

Option 1: Massachusetts North Shore Road Trip From Boston

For this route, you’ll head north from Boston and visit the following destinations:

• Newburyport & Plum Island
• Portsmouth, NH

Days Needed For This Route: 2-4 . If you’re looking for an easy road trip from Boston with lots of options, this is an awesome route to take. You can do it in as little as 2 days for a weekend trip, or add on two additional days to take your time and explore each town.

Option 2: Cape Cod & The Islands Road Trip From Boston

For this route, you’ll head south from Boston and visit the following destinations:

• Martha’s Vineyard

Days Needed For This Route: 7-8 days. Because this route requires ferries from Cape Cod to the islands, and with Cape Cod being a larger region to explore, I recommend a week.

If you have less time, the islands could be done as day trips, and you could attempt this route in about 5 days . If you have 10 days, I would suggest spending one night in Plymouth, 5 days on Cape Cod, two nights on Nantucket and two nights on Martha’s Vineyard for the ultimate Cape Cod road trip.

Option 3: Boston To Bar Harbor Road Trip

This route will take you up the coast of Maine and stop in these destinations:

• Newburyport, MA
• Ogunquit, ME
• Kennebunkport, ME
• Portland, ME
• Bar Harbor, ME

Days Needed For This Route: 7-10 days. I suggest this much time because your final destination, Bar Harbor, is home to Acadia National Park, and there’s so much to see and do just in the park. And each stop along the way is a very worthy destination to spend at least one night in.

If you’re very short on time, you can do this route in 4 nights with this itinerary:

• On your way to Ogunquit, pass through Newburyport and spend 2-3 hours there. Arrive in Ogunquit late afternoon to spend the night.
• The next day, spend the morning in Ogunquit, and then drive to Kennebunkport to spend about 3 hours exploring there. Drive to Portland, and spend the night.
• The next day, spend your morning in Portland, and then drive to Bar Harbor to arrive by mid-afternoon. Spend 2 nights in Bar Harbor.
• Drive back to Boston.

I have a detailed Boston To Bar Harbor, Maine Road Trip Itinerary if you’d like more help with planning!

Option 4: Vermont Road Trip From Boston

For this route, you’ll head northwest of Boston, and drive through the best towns in Vermont from this list. You’ll cover these destinations:

• Manchester, VT
• Woodstock, VT
• Burlington, VT

Note : This route isn’t as direct as the other routes, and will include 6.5 hours of driving time to get from Boston to Burlington, stopping at the other destinations along the way. But then you can drive direct from Burlington to Boston on your way home, which will only take 3.5 hours.

Days Needed For This Route: 3-5 days . This could easily be a long weekend itinerary if you don’t stop in each town overnight, and just visit Manchester and Stowe for a few hours each. You could, of course, take your time, and do up to 5 nights for this itinerary.

Option 5: Rhode Island & Coastal Connecticut Road Trip From Boston

This route will take you southwest from Boston, and you’ll visit these destinations:

• Providence, RI
• Newport, RI
• Block Island, RI
• Westerly, RI

Days Needed For This Route: 3-6 days . This is another itinerary you could also do in a weekend if you only spend a few hours in Mystic, as a day trip from Newport, and skip going to Block Island. To visit all these destinations, you’ll need about 5 days, but 6 would be ideal to not feel rushed.

Tip : If you wanted to extend your road trip further along this route, there is a ferry that leaves from New London, CT, and goes to the Hamptons!

Option 6: Boston To New York City & The Hamptons Road Trip

This route will take you to these destinations:

• Rhinebeck, NY
• New Paltz, NY
• New York City
• The Hamptons
• Optional add-on: Philadelphia, PA

Note : The route from Boston to The Hamptons, while making all the stops in the Hudson Valley in-between, is not direct, and will take about 7.5 hours without stops, so I highly suggest you stop overnight in at least one of the towns to break up your drive. If you wanted to visit Philadelphia, this would be the route you would want to add that destination to, as you will have to drive through NYC to get there.

Days Needed For This Route: 1 week. To do this route in 7 days, I would suggest spending a few hours each in Hudson and Rhinebeck, then spend the night in New Paltz (splurging at Mohonk Mountain House is definitely worth it!). Then drive to NYC the next day, and spend 3 nights there. Then drive to The Hamptons, and spend 3 nights. If you want to add Philadelphia, you’ll want to add an extra night or two.

If you’re short on time and want to do this route in fewer days, I would suggest spending a night in the Hudson Valley (same as above), spend 3 nights in NYC, but include a day trip to The Hamptons. Or, if The Hamptons is of more interest to you, you could spend one night in NYC, and spend a night or two in The Hamptons. And then drive back to Boston.

The other option is to drive direct from Boston to New York City, and leave out the Hudson Valley towns entirely. On that route, your focus would be New York City and The Hamptons.

What Towns Are 1 Hour From Boston?

Plymouth, Salem, Rockport, Newburyport are all within an hour from Boston, and make for wonderful road trips or day trips from Boston.

Towns not mentioned on this list that are also an hour or less from Boston that are perfect for a road trip are Scituate, Gloucester, Manchester-By-The-Sea and Essex, all of which are located in Massachusetts.

What Cities Are 6 Hours From Boston?

New York City, Portsmouth, NH, Philadelphia, PA, Portland, ME, Burlington, VT and Providence, RI are all within 6 hours or less from Boston, and are all included on this list as amazing road trips from Boston.

Is Boston Close To Niagara Falls?

Boston is over 7 hours from Niagara Falls, and for that reason, didn’t make this list of road trips. But if you have extra time, it could be added to a road trip itinerary for Skaneateles, NY and the finger lakes region.

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That’s A Wrap On The Best Road Trips From Boston

As you can see, Boston is really an incredible gateway to all of the Northeast, making it easy to take lots of different road trips. Whether you want to explore the coast of Massachusetts and Maine, go cute-town-hopping through Vermont or visit as many cities as you can, you’re now ready to plan which of these road trips from Boston is perfect for you.

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• The Most Scenic Day Trips...

The 15 Most Scenic Day Trips From Boston

Part of Boston’s appeal is the fact that it lies in the heart of New England, surrounded by charming towns and other quaint locales away from the city. Whether it’s a historic seaside village, a serene foliage tour or an alluring beach escape, there are many scenic getaways easily accessible from Boston that provide a quintessential New England experience.

Salem and marblehead.

Architectural Landmark, Historical Landmark

Located just north of Boston along the coast, Salem has long been one of New England’s most popular tourist destinations. The ‘Witch City’ – known for the Salem Witch Trials of 1692 – offers a variety of museums and historic homes dedicated to the city’s history, including the Salem Witch Museum, The House of Seven Gables and The Witch House. For those less interested in the supernatural, make sure to check out the Friendship of Salem, a replica 1797 East Indiaman ship that sits at Derby Wharf.

Neighboring Salem along the coast and more of a hidden gem is the quaint, seaside town of Marblehead, known as the birthplace of the American Navy. The historic fishing and boating town is home to the famous Revolutionary War painting, The Spirit of ’76 – find it at Abbot Hall. Marblehead also boasts beautiful panoramic ocean views as well as one of the prettiest harbors in New England. Check out the sights from Castle Rock or Fort Sewall, or view the old homes in picturesque Old Town, most of which date back to the early 1700s.

Plimoth Plantation and Plymouth Waterfront

Cape cod excursion.

Natural Feature

With a slew of coastal towns and stunning beaches, Cape Cod is an essential New England summer experience. The peninsula, which is under a two-hour drive from the city, is home to classic colonial architecture, historic fishing villages and some of the best seafood in New England. Take the Old King’s Highway through the town of Sandwich, and stop for a harbor cruise in Hyannis before making your way to the charming small town of Chatham. The Cape Cod National Seashore, a 40-mile (64.3-kilometer) stretch of rugged coastline, is also a perfect spot for a scenic drive, walk or sunrise view.

Martha's Vineyard

Located 7mi (11.2km) off the coast of Cape Cod, Martha’s Vineyard (also known as The Vineyard) is a unique island escape within reach of Boston. The 100-square-mile (259-square-kilometer) island is home to a few rural towns “up-island” and several – and more popular – historic villages “down-island,” including Edgartown, Oak Bluffs and Vineyard Haven. The Vineyard, which served as the setting for the movie Jaws , is most popular for Gay Head Cliffs, the gingerbread cottages in Oak Bluffs and its numerous beaches. However, check out one of its five historic lighthouses as well. Nantucket, the smaller of the two Cape Cod islands, sits 30mi (48.2km) off the Cape and is just as picturesque but slightly less accessible for a day trip from the city.

Provincetown

Historical Landmark, Architectural Landmark

Keep going across the elbow of the Cape, and you’ll hit Provincetown, accessible by a two-hour drive from the city or a 90-minute ferry ride. The town, located at the very tip of Cape Cod, is well known for its vibrant arts scene as well as its LGBTQ history and culture. Indeed, it boasts the title of the “ Oldest Continuous Arts Colony in America .” It’s home to numerous festivals and parades each year, including Carnival, a week-long celebration of the LGBTQ community. Since much of the town is part of the Cape Cod National Seashore, there are many beaches, hiking trails and nature preserves to explore.

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Rockport and Gloucester

Lexington and Concord

Ideal for history lovers, the towns of Lexington and Concord are just a short drive west of Boston and are home to a few of the most important sites of the American Revolution. Visit where the first shots of the war for independence were fired, and follow the trail Paul Revere took on his “midnight ride.” In Concord, the homes of Louisa May Alcott and Ralph Waldo Emerson are open to the public, and the historic Old North Bridge is an ideal spot for pictures in the fall.

Newport, Rhode Island

With its elegant mansions and cute downtown, Newport, Rhode Island, is a perfect place to spend time during a New England summer. The coastal city, about a 90-minute drive from Boston, has long been the summer stomping ground of some of the wealthiest families in America. Among the best estates to see are The Breakers (a mansion built for the Vanderbilt family in 1893) and the Marble House (a Gilded Age mansion built with 500,000 cubic feet [14,158 cubic meters] of marble). To top it off, take a ride down Ocean Drive, a 10mi (16km) scenic drive that features stunning ocean and mansion views.

Portsmouth, New Hampshire

Located just an hour drive from Boston along the border of Maine, Portsmouth is a historic seaport city. It has a history dating back to the 1600s and was an essential seaport during the beginning of the American Revolution. Today, Portsmouth is a vibrant coastal town with trendy restaurants, shops and art festivals. The best way to experience the area is by exploring the cobblestone walkways downtown and venturing down the numerous sidestreets filled with local shops. For a true New England atmosphere, stop by during the winter months when the snow-lined streets are decorated with lights and winter decorations.

Visit the Maine coastline

Slightly north of Portsmouth in Maine and still within a day trip of Boston sits the seaside towns of York, Ogunquit and Kennebunkport, Maine. Within a 30-minute drive of each other, these beautiful towns are home to a slew of downtown shops and beaches. See a regional production at the historic Ogunquit Playhouse after a day at Ogunquit Beach. Alternatively, walk around the quaint streets of Kennebunkport after having lunch at Alisson’s (make sure to get the lobster mac and cheese). There’s also the enormous Bush Compound at Walker’s Point (the ‘Summer White House’ of the late President George HW Bush) and the Wedding Cake House (the “most photographed house in the state of Maine”) to check out.

Fall foliage tour through New Hampshire

Blue Hills Reservation

Good harbor beach.

Less than an hour’s drive from Boston, Good Harbor Beach in Gloucester offers smooth, white sand and beautiful Atlantic Ocean views. During low tide, it’s possible to walk out to Salt Island, a 5-acre (2ha) sandbar that’s popular with beachgoers and explorers. Recommended by Dave Afshar

Old Sturbridge Village

Museum, Historical Landmark

Boston Harbor Islands

Six of the 34 islands off the coast of Boston are easily accessible by ferry from the Long Wharf North. Check out Peddocks Island for camping, Spectacle Island for hiking and Georges Island for exploring Fort Warren (a Civil War-era prison for Confederate soldiers). Recommended by Dave Afshar

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17 Fun Weekend Getaways from Boston

Boston is truly one of the best cities in the United States –and that’s even before you consider just how many incredible weekend getaways from Boston there are!

As the largest city in historic New England, Boston is filled with some of the most amazing restaurants and photo spots east of the Mississippi River.

However, everyone needs a getaway sometimes, and no matter what your travel style, there are enough short trips from Boston to add to your bucket list, that you can stay busy in the northeast for years!

Some places on this list can be visited utilizing public transportation, such as the Peter Pan bus, Greyhound bus, or Amtrak.

For the most part, though, you will need to either have your own car or rent a car for these weekend trips from Boston.

Here are the best weekend getaways from Boston–plus some tips on how to plan your trip!

Note : This blog post was written for Our Escape Clause by former Boston resident Krystianna of Volumes & Voyages . Thanks for joining us, Krystianna!

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Boston Weekend Getaway Travel Tips

The best cities for weekend getaways from boston, best small-town weekend trips from boston, nature-focused boston weekend getaways.

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Before hitting the open road, here are some tips to keep in mind when planning a short getaway from Boston!

Pack for all types of weather.

New England is notorious for having strange and unpredictable weather.

Sometimes, there is a random snow day in May, and sometimes it will randomly be really warm in the middle of November.

For the most part, you’ll want to pack for the season, but don’t be afraid to also pack layers because you genuinely don’t know what you’re going to get !

Be prepared to make stops along the way!

There are so many great places to visit in the northeast, and you will most likely pass by some of these spots along your drive.

Try to plan on pulling off at least a few times during your ride to or from your destination if you’re driving a car.

Especially if you’re heading up to Vermont or Maine, you’re going to pass by some epic viewpoints driving from Boston.

Rental car prices can vary dramatically depending on pickup location.

Don’t just rent from the first rental car place that you find.

Instead, be sure to check out other rental car options in the area , including Boston’s suburbs.

You might be surprised at the deals you’ll be able to find by heading outside the historic center!

For browsing, we recommend shopping with Discover Cars !

They’ll compare prices and inclusions from multiple brands to ensure you’re getting the best deal for your trip.

Compare rental car prices and inclusions with Discover Cars today!

Portland, Maine

Nestled on the coast of southern Maine, Portland is one of the easiest weekend getaways from Boston and is a classic New England getaway.

While you’re there, be sure to stroll around the Old Port, admire Portland from above at the Portland Observatory, snap photos at the Portland Bug Light, tour the beautiful Victoria Mansion, and visit a few of Portland’s famous breweries.

And, of course, you can’t visit Portland without heading out to John Williams Park and admiring the famous Portland Head Light for yourself!

Distance from Boston

1 hour, 45 minutes by car or 2 hours, 30 minutes by train.

How to Get to Portland from Boston

While driving is the easiest way to visit Portland (you’ll have more options for exploring and day trips while you’re there), there are also direct trains between Portland and Boston, making this one of the best Boston weekend trips for travelers who don’t want to drive.

Where to Stay in Portland

• The Francis: This hotel is a historic landmark in the Bramhall neighborhood, near the Art District, and has a fabulous on-site spa. Perfect for a weekend relaxing.
• Best Bower: Simple, clean, and classic with all the cozy luxuries you could wish for from your weekend trip.

New York, New York

New York City is America’s most popular city for a good reason: it’s loaded with great things to do!

Absolute must-sees during a weekend in New York City include Central Park, the Statue of Liberty, Times Square, and the Empire State Building.

Fans of museums and history should also opt to visit the Metropolitan Museum of Art or the Modern Museum of Art.

If you’re lucky enough to be visiting during the wintertime, you absolutely must head to Rockefeller Center to see the giant Christmas tree!

The Rockettes also perform in the winter months. More local attractions like Brooklyn’s Dyker Heights Christmas lights are also worth going out of your way for!

There are lots of great neighborhoods to stay in during your weekend.

Just remember that New York City is vast, and the closer to the city center you are, the less you’ll have to spend on transportation, and New York City traffic can be horrendous .

Opt to try to stay near SoHo for its charming architecture, Greenwich Village to be in the trendy part of the city, or Brooklyn, which is known for being hipster and upbeat.

How to Get to NYC from Boston

The easiest way to get to New York City is to drive, but having a car in NYC can be a hassle!

We recommend taking the Amtrak or the Megabus from Boston’s South Station–the train is a bit more comfortable, and less likely to experience delays due to traffic (a big risk with bus travel between the two cities) but also much more expensive than taking the bus!

Where to Stay in New York City

• Omni Berkshire Place: Just 805 meters from Central Park this Manhattan hotel is a great choice for your weekend trip. Soak in the huge bathtubs and wake up to views of the NYC skyline.
• Sixty Soho: In the heart of the stylish Soho district this is a great spot for your trip. Sip cocktails on the rooftop bar and have your own New York minute.

Burlington, Vermont

Burlington is drastically different from Boston, but that’s what makes it the perfect weekend getaway spot.

This quaint, lakeside city in Vermont is the most populated part of the whole state.

However, it only has a population of 43,000 people, with the majority of citizens being college students at Champlain College and the University of Vermont.

One of the best things to do in Burlington is to go to Church Street, which is a marketplace quite like Newbury Street and Quincy Market in Boston.

It’s a beautiful cobblestone street lined with areas to shop.

Other popular spots include the Ethan Allen Homestead Museum, Waterfront Park, and the Fleming Museum of Art.

The Ben & Jerry’s Factory is only a short ride away from Burlington, so plan on taking a detour there on your way to Burlington or on your way back to Boston.

There are free tours here offered daily, and you honestly won’t want to miss it.

3 hours, 15 minutes.

How to Get to Burlington from Boston

It’s most simple to drive to Burlington using I-93 N and I-89 N.

It is possible to take an Amtrak if you have the time, but you have to make a significant detour to New York City since there isn’t a direct route to Burlington, which can take almost a day.

Where to Stay in Burlington, Vermont

• Green Mountain Suites: The perfect spot for a classic cozy Vermont trip with open fireplaces, fluffy blankets, and an onsite hot tub.
• Blind Tiger: Another gorgeous luxury option is this hotel with a stunning private garden and comfortable rooms.

Newport, Rhode Island

Just south of Boston is the gorgeous city of Newport, Rhode Island , one of the most romantic places in the USA , and a fun getaway from Boston!

It’s most famous for its large mansions that are home to many of America’s celebrities, and in many cases, date back to the Gilded Age.

One of the best activities to do here is to go on a trolley tour, which will bring you around to many of the area’s best mansions.

Other fun things to do in Newport include swimming and shopping.

There’s also the Newport Art Museum, Castle Hill Lighthouse, the Redwood Library and Athenaeum, and Brenton Point State Park.

This area is unlike many of New England’s other cities because it really doesn’t feel like a city at all!

1 hour, 20 minutes.

How to Get to Newport from Boston

It’s easiest to travel to Newport by car, but you could also hop on two buses (one from Boston to Providence and then Providence to Newport) in under 2 hours.

Where to Stay in Newport

• Ivy Lodge: Stay in a classic mansion house complete with a turret and gothic woodwork. In the heart of Newport Mansion District and less than a mile from Newport Harbor, all rooms also have fireplaces for the ultimate romantic weekend evenings.
• America’s Cup Inn: Set along a cobblestone street with gaslights, and decorated with colonial period furnishings, this is a classic New England B&B. Rooms have 4-poster mahogany beds or antique wicker furnishings.

Mystic, Connecticut

Mystic, Connecticut, is a quintessential New England town.

It’s located right on the water and is breathtaking–there are great views almost everywhere you look !

Fun places to explore include the Seaport Museum, Misquamicut State Beach, Ocean Beach Park, and the Napatree Point Conservation Area.

Honestly, if you’re looking for a small town right on the coast, then Mystic is the place for you!

1 hour, 40 minutes.

How to Get to Mystic from Boston

Driving is the simplest way to get straight to Mystic, but you could also take the Amtrak straight from South Station in Boston.

This will only take 1.5 hours!

Where to Stay in Mystic

• The Whaler’s Inn: The Mystic River Bascule is around the corner from this historic hotel in Mystic. Wake up with designer bed sheets and mattresses and enjoy an amazing breakfast before exploring Mystic.
• House of 1833: Step back in time with this charming B&B in Mystic. Packed with historical details, antiques, and quirky collectibles, this is a great choice for a weekend in Mystic.

Bennington, Vermont

The small town of Bennington, Vermont is located in the southwest corner of the small state, not far from either Vermont’s border with New York or Massachusetts.

It serves as the perfect weekend getaway because it’s so vastly different from Boston!

While there, be sure to check out some local restaurants, including Blue Benn Diner, Jensen’s, and Papa Pete’s.

There’s also a lovely brewpub called The Tap House, which is fantastic.

If you’re a fan of the outdoors, be sure to do one of the many hikes in the area, like the hike to the White Rocks.

2 hours, 50 minutes.

How to Get to Bennington from Boston

It’s easiest to drive here from Boston. It’s possible to take multiple buses, but this can turn into a whole day ordeal.

Where to Stay in Bennington

• South Shire: This lovely hotel offers a homestay environment with added hotel touches such as a hot tub and a fabulous breakfast each morning.
• Four Chimneys Inn: Housed in a mansion on an 11-acre estate with an extensive garden, this stunning property is perfect for your weekend getaway. With four-poster beds and classic furnishings throughout you will feel truly spoiled.

Manchester, Vermont

Manchester is located only 30 minutes north of Bennington, Vermont, but if possible, it is even more charming!

This town is historic and is filled with some of the most beautiful buildings in all of Vermont, and is also a popular place to go shopping.

Be sure to check out the Manchester luxury outlet shops and also the Northshire Bookstore.

Similar to Bennington, there are a few hikes in the area that are worth doing, and these ones are a lot less strenuous than other hikes in southern Vermont. 

How to Get to Manchester from Boston

Driving is the only realistic way to get to Manchester from Boston.

Where to Stay in Manchester

• Kimpton Taconic Hotel: This mountain view hotel is a great weekend choice in Manchester. Take a leisurely soak in the huge bathtubs, relax by the pool or just enjoy the comfortable surroundings.
• Reluctant Panther Inn: This quirky named Inn also has an excellent onsite restaurant, as well as spacious rooms, beautiful wood furnishings, and fireplaces.

Saratoga Springs, New York

Saratoga is a quaint town in New York that is most famous for hosting the Saratoga Races!

These occur every summer, so if you’re lucky enough to be visiting during the summer months, then you’ll want to try to go and spend at least one day at the horse races.

It’s truly an unforgettable experience.

Other popular places in Saratoga to explore include Saratoga Spa State Park, Saratoga National Historical Park, and the National Museum of Dance & Hall of Fame.

There’s also a really gorgeous shopping area in downtown Saratoga, which is home to the Northshire Bookstore’s New York branch.

This bookstore is beautiful and it’s great to support local sellers.

How to Get to Saratoga from Boston

You’ll want to drive to Saratoga from Boston. You could also utilize the bus, but it will take a lot longer.

Where to Stay in Saratoga

• Batcheller Mansion Inn: As one of America’s great Victorian houses, built in 1873 and the site of many historical moments in Saratoga history, this is a stunning place to step back in time for your weekend trip. Beautifully preserved and steeped in history, well worth the trip!
• Saratoga Casino Hotel: For a more resort-style weekend trip this hotel is a perfect choice. Rooms are peaceful and huge, and there is a free shuttle service to take you into town to explore.

Portsmouth, New Hampshire

For a classic, small-town New England getaway complete with historic homes, a beautiful harbor, plenty of seafood restaurants, and a relaxed vibe, you can’t beat exploring the best things to do in Portsmouth, New Hampshire !

This gorgeous New Hampshire Seacoast is a New Englander favorite for good reason.

While you’re there, visit the popular Strawbery Banke Museum, shop the charming boutiques, explore downtown and the harbor on foot, and enjoy a seafood dinner on the water.

1 hour, 15 minutes.

How to Get to Portsmouth from Boston

You can reach Portsmouth from Boston by either bus or car.

Where to Stay in Portsmouth

• Ale House Inn: Located in a historic building that once housed a brewery, and with a complimentary bike hire this is a great choice for your weekend in Portsmouth.
• The Hotel Portsmouth: Located in Downtown Portsmouth this charming Victorian manor house has spacious rooms and is a short walk to all the amenities.

Acadia National Park, Maine

The first national park east of the Mississippi is absolutely one of the best weekend trips from Boston for those looking for some hikes, some stunning coastal views, and some of the best sunrises and sunsets in New England!

Some of the best things to do in Acadia National Park include watching the sunrise on Cadillac Mountain (during part of the year, this is the first place the sun rises on the continental USA!), strolling around Jordan Pond, hiking the Beehive Trail, checking out the Bass Harbor Headlight, and exploring the Carriage Roads.

Don’t forget to enjoy the charming things to do in Bar Harbor while you’re there, which is home to great restaurants, a cozy New England vibe, and plenty of beautiful places to stay!

4 hours, 30 minutes.

How to Get to Acadia NP from Boston

The best way to reach Acadia National Park from Boston is to drive. 

While there is a shuttle bus at the park in the summer, it’s vastly easier to visit Acadia with a vehicle.

Where to Stay in Acadia National Park

• Acadia Inn: Within 1 mile of the park and with its own nature trail that extends into the park this is the perfect spot to base yourself in Bay Harbor near the park.
• Bar Harbor Grand Hotel: Another great option in Bay Harbor is this palatial manor hotel with a swimming pool and hot tub.

North Adams/Berkshires, Massachusetts

The Berkshires is a beautiful region of western Massachusetts that is always highly overlooked and underrated.

This area is very rural land and is filled with lots of great outdoor activities.

This is also the perfect place to go if you are interested in seeing fall foliage near Boston that is (maybe) slightly less crowded than the White Mountains of New Hampshire.

North Adams serves as the perfect home base for exploring the Berkshires.

In North Adams, be sure to check out the Natural Bridge State Park, Windsor Lake, and Cascade Trail.

If it ends up raining a bit while you’re there, don’t worry, there are also lovely art museums and history museums worth exploring.

2 hours, 40 minutes

How to Get to North Adams from Boston

You can only get to North Adams from Boston by car, but you’ll pass some magnificent scenery along the way!

Where to Stay in North Adams

• Tourists: This incredible hotel is the perfect place to stay for your weekend trip. Designed like something out of an architecture magazine but still comfortable, warm, and welcoming.
• The Lodge: Another fabulous option set as private cabins with stunning decks to sit and enjoy the sunset.

Lake Champlain, Vermont

Lake Champlain is a gorgeous lake in Northern Vermont and Northeastern New York.

It’s absolutely beautiful and is filled with lots of great outdoor activities, like biking trails, hiking trails, kayaking, canoeing, swimming, and more.

The lake covers a lot of ground, so there are many great towns to set yourself in for exploring the area.

Of course, you could opt to stay in Burlington, but other popular areas to stay include St. Albans and Shelburne.

You could also choose to stay on the New York side, such as in Plattsburgh or Champlain.

Just know that the prices can drastically change depending on where you opt to stay !

4 hours, 35 minutes.

How to Get to Lake Champlain from Boston

Like most of the outdoorsy places, you do have to drive to get to Lake Champlain from Boston.

Where to Stay in Lake Champlain

• Green Mountain Suites: The perfect spot in Burlington for a classic cozy trip with open fireplaces, fluffy blankets, and an onsite hot tub.
• Back Inn Time: This aptly named hotel is perfect for a stay in St. Albans . Surrounded by pretty flower gardens, four covered porches, and two decks, relax in these comfortable surroundings during your weekend trip.

Kennebunkport, Maine

Kennebunkport is a beautiful town and coastal area in southern Maine.

The scenery here is absolutely breathtaking, from the Goat Island Lighthouse to Ocean Avenue.

Some popular places to explore here include Gooch’s Beach, Walkers Point, and the Rachel Carson National Wildlife Refuge.

There are lots of more secluded areas around Kennebunkport that you could easily stay in.

This makes it perfect for a quiet escape from the city, and ranks it among the best weekend getaways from Boston!

1 hour, 30 minutes.

How to Get to Kennebunkport from Boston

The only way to get to Kennebunkport from Boston is to drive, but you’ll drive right along the coast the entire time!

Where to Stay in Kennebunkport

• AWOL Kennebunkport: With cabin and suite options this is a perfect zen getaway in Kennebunkport. Enjoy the garden or the sun terrace between exploring the surrounding area.
• Waldo Emerson Inn: This classic New England inn is a great choice for your weekend trip. Relax by the fire or take advantage of the free bikes to explore the area.

About Kate Storm

In May 2016, I left my suburban life in the USA and became a full-time traveler. Since then, I have visited 50+ countries on 5 continents and lived in Portugal, developing a special love of traveling in Europe (especially Italy) along the way. Today, along with my husband Jeremy and dog Ranger, I’m working toward my eventual goal of splitting my life between Europe and the USA.

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29 Best Day Trips from Boston [2024]

Published : January 10, 2024

AAA Travel Editors

Table of contents.

• Salem, Massachusetts
• Marblehead, Massachusetts
• Gloucester, Massachusetts
• Rockport, Massachusetts
• Provincetown, Massachusetts
• Hyannis, Massachusetts
• Cape Cod National Seashore
• Plymouth, Massachusetts
• Providence, Rhode Island
• Newport, Rhode Island
• Walden Pond
• Concord, Massachusetts
• Lexington, Massachusetts
• The Berkshires
• Manchester-by-the-Sea
• Worcester, Massachusetts
• Lowell, Massachusetts
• Newburyport, Massachusetts
• Framingham, Massachusetts
• New London, Connecticut
• Martha’s Vineyard
• New York City
• Mystic, Connecticut
• Castle Island
• Nantucket, Massachusetts
• New Bedford, Massachusetts
• Ogunquit, Maine
• Watch Hill, Rhode Island
• Kittery, Maine

Plan Your Trip to Boston With AAA

While Boston has plenty of unique spots to visit and see, consider setting aside some time aside for a day trip from the city. Boston, one of the top vacation spots in the U.S. is the ideal hub for exploring the “Birthplace of America.” Tour quaint coastal communities, discover the secrets of historic sites and eat your way through the region with New England cuisine. 

The New England region has pockets full of small historical towns to check out, and AAA can assist you in selecting from some of the best day trips from Boston.

Check out 29 of the best day trips from Boston and explore some of the oldest areas of the United States.  

1. Salem, Massachusetts

Just a little under an hour away from Boston is Salem , Massachusetts — the second oldest settlement in New England. Salem is well known for its historical sites and spooky history, including the witch trials of 1692. Those interested in its rich history can join a guided walking tour of Salem or venture solo to Salem Witch Village , Salem Witch Museum and the Witch House.

Not interested in witches? Salem’s downtown area has plenty of shops and eateries to check out. If you’re a history buff , you can see where Nathaniel Hawthorne, who wrote “The Scarlet Letter,” was born — The House of the Seven Gables . Given it's proximity to the city, Salem is an excellent choice for a day trip from Boston by car.

2. Marblehead, Massachusetts

Marblehead , Massachusetts is 17 miles north of Boston and requires about an hour on a train to arrive in the sweet coastal town. First settled in 1629, Marblehead started and continues to be a great fishing community, making it a popular spot to visit for fishermen. 

Marblehead has a quaint Front Street downtown full of local shops and eateries. To make the most of your Boston trip, you can do a half-day tour to Salem and Marblehead from Boston with an easy pickup at your place of stay. 

3. Gloucester, Massachusetts

Gloucester, Massachusetts is worth a 45-minute drive from Boston. As America’s oldest seaport and one of the earliest settlements, Gloucester has plenty of rich history to enjoy. Check out the Cape Ann Museum for marine art and history. Walk over to Good Harbor Beach to walk along the sandy beaches and view Thacher Island lighthouse. 

Whale watching is a popular activity in Gloucester — arrange a whale-watching tour to see nature’s most wondrous marine mammals. Don’t leave without grabbing fresh seafood from a local fishmonger or grabbing a meal at a popular spot like Tonno. 

4. Rockport, Massachusetts

Just an hour away from Boston is Rockport, Massachusetts — an idyllic seaside escape from the bustle of the city. Check out Rockport Harbor to see Motif Number 1, an old 1800s fishing shack that was converted into an art studio in the 1900s and now stands as a landmark in the town. 

Art enthusiasts will love to peruse through Rockport's 30+ art galleries that include local art. Explore the harbor by renting some kayaks, going on a sailboat excursion or staying on land and going beachcombing. End your day with a few lobster rolls at Roy Moore Lobster Company. 

5. Provincetown, Massachusetts

Just a ferry ride away is Provincetown, Massachusetts, a great choice for a day trip from Boston. Sitting on the tip of Cape Cod, Provincetown is well known as a welcoming LGBTQ+ hub — making it a friendly destination for all who visit. It also has unique eateries, such as Lobster Pot and Strangers & Saints, charming local businesses and art galleries. 

Provincetown is beautiful to visit in the summertime, as you can enjoy the white sandy Race Point Beach. For history buffs, don’t forget to check out the Pilgrim Monument and Provincetown Museum. 

6. Hyannis, Massachusetts

Hyannis, Massachusetts can be referred to as a “small city” compared to other smaller villages on this list. It’s a bit larger in size and conveniences, as it has its own airport and ferry port. 

Despite the size, Hyannis’s Main Street and downtown are walkable. You can also take the Hyannis Area Trolley to get to Main Street and other areas of the town. Be sure to check out Kalmus Beach Park, Hyannis Harbor and Cape Cod Maritime Museum for some maritime history and leisure. 

7. Cape Cod National Seashore

For the perfect beach day, head to the Cape Cod National Seashore. Stretching over 40 miles, the seashore is home to sandy beaches, coastal bluffs, sand dunes and woodsy marshes. The area also has plenty of opportunities for hiking, wildlife viewing, sunbathing and birdwatching. Spend the day soaking in the sun and enjoying the salty breeze of the Atlantic Ocean. 

8. Plymouth, Massachusetts

Plymouth , Massachusetts is widely known as the first settlement of New England by Mayflower pilgrims in 1620. Now, Plymouth is a blend of historical sites and modern attractions. For history enthusiasts, go to the Plimoth & Patuxet Museum , Plymouth Rock and Mayflower II — a life-size replica of the original ship. 

After learning more about the village, enjoy the Plymouth waterfront and dine on some local seafood. Finish the day at a local brewery or winery, like Mayflower Brewery.  

9. Providence, Rhode Island

Providence, Rhode Island — located on the northern tip of Cape Cod — is another top spot to check out during your trip to New England. Providence is home to the Rhode Island School of Design, so check out the RISD Museum while you’re there. Cruise through the town on a sightseeing tour or narrated boat ride . 

If you visit during the summer months, you may see WaterFire , an annual festival that showcases local fire installations over the open water. The town is also well known for its unique eateries, so be sure to join a food tour to taste the best bites Providence has to offer. 

10. Newport, Rhode Island

If you’re looking for a day trip to stroll and get your steps in, we recommend visiting Newport, Rhode Island. Admire the beautiful Gilded Age mansions, including The Breakers and Bellevue Avenue. Enjoy the scenic views of the Atlantic Ocean at the Cliff Walk and Easton’s Beach. Finish the day by walking through the Audrain Auto Museum and International Tennis Hall of Fame. 

11. Walden Pond

While at Concord, stop by Walden Pond . The Walden Pond State Reservation is mostly known as a literary destination due to its ties to Henry David Thoreau, an American writer and philosopher most known for his book “Walden.” Hike along the mile-long Pond Path and cool off with a swim in Walden Pond. 

12. Concord, Massachusetts

Concord and Lexington are both known for their historical significance in U.S. history. Walk the Battle Road Trail and visit the Minute Man National Historical Park. For literary lovers, stop by Louisa May Alcott's Orchard House — the writer of “Little Women.” Afterward, grab a meal at a local eatery, like The Cheese Shop or Woods Hill Table. If you prefer to have a pre-planned trip, we recommend joining one of the Concord Guides Walking Tours .  

13. Lexington, Massachusetts

Lexington , Massachusetts is also mostly known for its history, especially around the American Revolutionary War — which started in the very town in 1775. Explore the Minute Man Statue , Hancock-Clarke House and Lexington Battle Green to learn more about the historic events. If you have time, explore the Buckman Tavern and Munroe Tavern — we recommend joining a guided tour to provide more information and context to these locations. 

14. The Berkshires

The Berkshires is a rural area in the western mountains of Massachusetts and is known for its outdoor attractions and activities. Enjoy a live concert at the Tanglewood Music Center, visit the Norman Rockwell Museum or hike on the area’s most popular trails, such as the famous Appalachian Trail. 

15. Manchester-by-the-Sea

Manchester-by-the-Sea, located on Massachusetts North Shore, is a quaint coastal town known for its lovely beaches and waterfront views. Some of its most popular beaches include Singing Beach and White Beach.

 If you prefer being in the water, arrange a private sailing trip along Cape Ann. Manchester-by-the-Sea also has a few great museums, including the Manchester Historical Museum and Hammond Castle Museum —a medieval-style castle built in 1926. 

16. Worcester, Massachusetts

As the second largest city in New England, Worcester, Massachusetts has many activities and attractions to explore. Visit the Worcester Historical Museum and Worcester Art Museum for history and art lovers. Go on a nature walk in one of the oldest U.S. public parks — Elm Park — or Green Hill Park. Finish the day by watching Worcester’s minor league baseball team, the Woo Sox, at Polar Park stadium. 

17. Lowell, Massachusetts

Lowell , Massachusetts is most known as the birthplace of famous American novelist Jack Kerouac and its rich industrial history. It also has various attractions and museums to check out, including Lowell National Historical Park , the New England Quilt Museum and the Whistler House Museum of Art . You can also spend your day hiking in the Lowell-Dracut-Tyngsboro State Forest or along the Merrimack River. 

18. Newburyport, Massachusetts

A little under an hour’s drive away from Boston is Newburyport , Massachusetts. Located on the Merrimack River, Newburyport’s cobblestone streets and Federal-style brick buildings are too gorgeous to miss. Go on a walking tour of High Street to view the homes in the historic district, along with art galleries and boutiques. 

Head out to Moseley Woods and Maudslay State Park to enjoy beautiful views of the riverside. For birdwatching, check out Parker River National Wildlife Refuge on Plum Island which protects more than 800 species of animals, plants and birds. 

19. Framingham, Massachusetts

Framingham, Massachusetts is just a half-hour drive west outside of Boston. This suburban area is an ideal day trip for nature enthusiasts, with plenty of parks and outdoor activities to enjoy. Spend the day walking or biking at the Framingham Centre Common or Callahan State Park. 

Take in the history at the Danforth Art Museum and Framingham History Center. Be sure to visit the Framingham Farmers’ Market if you’re visiting between June and October and pick up some fresh produce and pastries. 

20. New London, Connecticut

The birthplace of the U.S. whaling industry, New London has grown into a culturally diverse town with plenty of attractions. Tour the campus of the U.S. Coast Guard Academy and visit the Custom House Maritime Museum to provide insights into New London’s seafaring history. Afterward, visit Whale Oil Row to view the 19th century beautiful Greek Revival houses. 

21. Martha’s Vineyard

Martha’s Vineyard is a quaint island off the Massachusetts coast and a popular luxury destination for upper-class families and celebrities. However, it’s still a great place to take a day trip due to its gorgeous beaches, beautiful wineries and unique shops and eateries. 

To make your trip easier, arrange a guided day trip from Boston with a Round-Trip Ferry and Island Tour . This route provides a personalized experience of the island while sightseeing the most important sites. 

22. New York City

New York City, also known as the Big Apple, is a four-hour train ride south of Boston. There’s a long list of things you can do in the city — we recommend checking out a New York Travel Guide for more inspiration. However, some popular spots to hit during a day trip include Times Square, Central Park and the Empire State Building . If you have time, we recommend grabbing a ferry to do a Statue of Liberty and Ellis Island Tour . 

Other NYC historical activities include the National 9/11 Memorial & Ground Zero Tour , the Museum of Natural History and the Metropolitan Museum of Art (The Met). 

23. Mystic, Connecticut

Once a shipbuilding center, Mystic , Connecticut is rich in maritime history. For a day trip itinerary, add the Mystic Seaport Museum to explore the Mystic River and more of the town’s seafaring history. Time your trip in July to join in on the festivities of the Sea Music Festival and listen to sailing tunes from around the world. 

For movie buffs, head to Main Street to see where the 1988 film “Mystic Pizza” was set and filmed. For Spielberg fans, the 1997 film “Amistad” includes scenes filmed at Mystic Seaport.  

24. Castle Island

There’s no need to go far outside the city to explore this unique historical landmark. Castle Island , located on the southern shore of Boston Harbor, is accessible by walking or driving. 

The famous park is home to Fort Independence, which used to be a sea defense for the city of Boston. You can take a guided tour of Fort Independence to learn more about its history dating back to 1634. Time your visit to Castle Island on July 4th to see the USS Constitution complete an annual turn-around cruise with a 21-gun salute in front of the fort. 

25. Nantucket, Massachusetts

Nantucket Island can be considered one of the most popular places to visit in New England, and there are good reasons why. Located off Cape Cod, this summer destination is well known for its timeless cobblestone streets, historic-style homes and luxury boutiques. 

Breathe in the fresh air with a bike ride along the Coskata-Coatue Wildlife Refuge or Milestone, or arrange a private beach fishing trip with a guide. You can get to Nantucket via ferry from Hyannis, Harwich Port or New Bedford, or make a quick flight from Boston Logan Airport. 

26. New Bedford, Massachusetts

About an hour’s drive outside of Boston is New Bedford, Massachusetts, best known as an international whaling port in the 19th century. Now, you can explore to learn more about the town’s seafaring history and present fishing community at the New Bedford Whaling Museum . 

Afterward, indulge at the local restaurants to try the famous New Bedford scallops and enjoy a leisurely stroll along the harbor’s waterfront or Fort Taber Park. 

27. Ogunquit, Maine

Located in southern Maine, Ogunquit is perfect for those looking for a day trip in a walkable town and a short drive (about an hour and a half). This idyllic coastal town sits next to a long slice of beach and is home to waterfront restaurants and shops. It also has a few museums, including the Ogunquit Heritage Museum and the Ogunquit Museum of American Art . 

28. Watch Hill, Rhode Island

Watch Hill is a small community in the town of Westerly and is most known for its luxurious homes, stunning beaches and the historic Watch Hill Lighthouse. It’s a popular spot for sailing, surfing and hiking the coastline. Don’t forget to ride the oldest merry-go-round in the US, the Watch Hill Flying Horses Merry-Go-Round! 

29. Kittery, Maine

Our last, but not least stop on our list is Kittery, Maine. Kittery is a charming coastal town that refers to itself as the “oldest incorporated town in Maine.” During your visit to Kittery, be sure to check out some of its historical sites, including the Portsmouth Naval Yard. 

Need to do some shopping? Head over to Kittery Premium Outlets to purchase items from big-name brands, such as Columbia and Ann Taylor. You can also do a round-up tour to visit Kittery, Salem and Kennebunkport in an all-day private tour to see the best parts of each small town. 

Boston is a great starting point for countless day trips — and the majority of these don’t require a car, thanks to public transportation, like Amtrak trains. From exploring some of the oldest historical towns in the US to enjoying the peacefulness of small East Coast towns, there are so many day trips from Boston to venture on. 

Consider adding a few day trips to your trip to Beantown to explore more of the unique New England region of the country. Use your AAA Membership to save on hotels, attractions and tours, and let AAA Travel handle planning your day trip itineraries. 

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These Are the 30 Best Things to See and Do in Boston

With historic sights, beloved hometown sports teams, a thriving arts scene, and local brews and bites, you'll never be bored in Boston.

Boston is consistently ranked as one of the top 10 most-visited cities in the United States — and for good reason. Home to a thriving food and drink scene, historic landmarks, and activities for all types of travelers, the city offers plenty to keep visitors occupied. So, whether you're on a solo adventure or traveling with the whole family, here are 30 of the best things to do in Boston.

Walk the Freedom Trail.

The two-and-a-half-mile, self-guided Freedom Trail tour takes visitors through the city, telling the story of the American Revolution with stops at museums, churches, meeting houses, and other historical markers along the way. Do it alone, or find tour options here .

Step back in time at the Paul Revere House.

Want even more Boston history? Head to the Paul Revere House . The home, which was once owned by Revere and sold in 1800, served as everything from a boarding house to a local shop to tenement apartments. Now, it's a museum offering guided tours of the restored home that will transport you back in time.

Stroll through the Boston Common.

The Boston Common is the very heart and soul of the city. First built in 1634, it is the oldest public park in the United States. On the park's 50 acres of land, guests will find the Frog Pond, a softball field, and monuments galore. Take your time strolling through the landscaped gardens and enjoying the sights.

See the animals at the New England Aquarium.

For more than 50 years, the New England Aquarium has invited guests to come and meet a few of the coolest sea creatures on Earth. From penguins to sharks, stingrays to seals, and everything in between, the aquarium has all kinds of animals for curious visitors. It's also a working research aquarium, meaning visits and donation dollars partially go toward ocean conservation and preserving these species for generations to come.

Take the kids to the Franklin Park Zoo.

For even more animal adventures, pay a visit to the Franklin Park Zoo . The 72-acre zoo is the place to be for a red panda, tiger, or zebra sighting right in the middle of the city. There are also plenty of expert-led chats to attend, as well as children's events, making it a place the entire family will love.

Or, see animals in their natural habitat with a whale-watching tour.

Take to the waters outside of Boston for a high-seas adventure like a whale-watching excursion . Hop aboard a tour with the New England Aquarium and Boston Harbor City Cruises to see whales, dolphins, and sea birds on their migration routes — all from a safe distance, of course.

Go for a walk around the Esplanade.

Another worthy place for a stroll is the Esplanade, a three-mile path that hugs the Charles River. It's an excellent spot for a walk or bike ride along the lovely green spaces on the banks of the river, where you can watch boaters. And if you're so inclined, you can donate to the Esplanade Association , a nonprofit working to preserve the space for more than two decades.

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Take to the Charles River.

You may feel inclined to get on the water yourself — and you can do just that by joining Community Boating Boston on a sail. The organization offers sailboat, kayak, and stand-up paddleboard rentals for those feeling adventurous.

Watch a midnight movie at Coolidge.

The Coolidge Corner Theater, which first opened its doors during the golden age of cinema in 1933, is already one of the most incredible places to see a movie in the city. But to up the ante, try and visit for one of its After Midnite showings. The late-night programming includes horror films and off-beat flicks, making it great for an after-dark fright.

Visit the Isabella Stewart Gardner Museum.

Isabella Stewart Gardner was a woman who knew what she liked. She was a millionaire, a bohemian, and an intellectual, and the museum bearing her name is a gem of Boston's thriving art scene, with luxurious landscaped grounds. Perhaps some of the museum's most famous works aren't hanging on the walls, though, as eagle-eyed visitors can spot empty frames that once held priceless pieces, stolen from the space in a famed art heist in 1990.

Spend a day at the Institute of Contemporary Art.

The iconic Institute of Contemporary Art is housed in 65,000-square-feet of space, making it a spot where you can easily spend an entire day. The institute includes gallery exhibits, a theater, and a cafe, along with a gorgeous outdoor deck so you can get a breath of fresh air and reflect on all the works you've just seen. Plus, admission to the institute is free on Thursdays after 5 p.m., but make sure to snag your timed ticket in advance.

See the Arnold Arboretum.

The Arnold Arboretum of Harvard University is a living museum of trees and plant life, with a particular focus on flora and fauna from eastern North America and Asia. This National Historic Landmark is open every day and always free for visitors.

Scope out the treasures at The Museum of Fine Arts.

The Museum of Fine Arts is a crown jewel in Boston's museum scene. It includes American works of art and artifacts from around the globe, including pieces from across Europe, Asia, and Africa. The museum also holds collections in photography, musical instruments, textiles, and more.

Swing by Encore Boston Harbor.

Encore Boston Harbor is the place to go if you're looking for some good old-fashioned fun. The entertainment venue, which opened in 2019, includes a hotel, five-star dining options, shopping, and even a casino for those wanting to roll the dice and test their luck. Head out for a meal, stay for a game, and perhaps book an overnight stay so you can do it all again tomorrow.

Shop on Newbury Street.

Visitors to Boston could make an entire vacation out of just strolling down Newbury Street. The famed street is chock-full of boutique shops, restaurants, galleries, and more, so you may have to visit more than once to ensure you've seen and done it all. Keep track of pop-up events on the street's website here .

"Travel" the world at the Mapparium.

The Mapparium may just be the best way to "see" the world without ever leaving Boston. The three-story site is actually the world's largest walk-in globe. Guests can walk through the globe via a bridge dissecting its equator before leaving to check out "Our World: Mapping Progress," an exhibit highlighting "humanity's advancement since 1935."

Root for the Red Sox at Fenway.

There is arguably nothing more iconic in Boston than Fenway Park . If you visit during the regular baseball season, try to get tickets to a game. While inside, cheer for home runs over the Green Monster and get ready to sing "Sweet Caroline" at least once.

And cheer on the Celtics and the Bruins at TD Garden.

Visitors to Boston can continue to root for the hometown team by getting tickets to a Celtics or Bruins game, depending on the season. Luckily, both teams play under one roof at TD Garden , which also hosts plenty of concerts, so check the calendar to see what shows or games you can take part in next.

Grab a good book at the Boston Public Library.

When constructed in 1848, the Boston Public Library became the first large free public library in the nation. It remains a place where visitors can check out a good book or read in the public spaces. The library hosts both tours and regular events, so check its calendar and see what piques your interest.

Grab a bite at Boston Public Market.

The Boston Public Market , a year-round indoor marketplace, hosts nearly 30 New England-based food purveyors and artisans. It's also a place you can feel good about visiting, as it's a registered nonprofit with public impact goals to support "economic development, New England food system resilience, public health and education, affordability, and access."

Drink a local brew at Samuel Adams Boston Brewery.

Boston is home to a thriving craft beer scene, though the best-known spot for brews is popular brand Sam Adams. The company now sells its brews just about everywhere and even allows guests to come and taste its latest creations on a brewery tour. See all tour options here .

Devour dessert with a cannoli from Mike's Pastry.

There are plenty of excellent places to grab a cannoli in Boston's Italian mecca, the North End. Walk into any bakery in the neighborhood and you'll surely be delighted. But if you need a little guidance, we suggest heading to Mike's Pastry . It's the largest bakery in the neighborhood and wildly popular, but for good reason. Just be prepared to wait in line for your sweet treat.

Explore more city history on a walking tour of Chinatown.

In the 1880s, Chinese immigrants to Boston founded their own community, now known as Chinatown. The neighborhood has always played a significant role in the city's history and is a place where visitors can come to both learn and dine to their heart's delight. Hop on a Boston by Foot tour to ensure you see and dig in at all the right spots.

Watch a show at the Boston Ballet.

The Boston Ballet has delighted audiences since the 1960s, with performances ranging from classics like George Balanchine's "A Midsummer Night's Dream" and Mikko Nissinen's "Swan Lake," as well as modern pieces by William Forsythe, Jiří Kylián, Wayne McGregor, and more.

Waddle around on a Boston Duck Tour.

The Duck Tour may not have started in Boston, but the city has certainly perfected it. We'd be remiss not to mention this as a perfect Boston attraction for out-of-town visitors, as it goes to all the best city locations and even right onto the Charles River thanks to the amphibious vehicles. See all tour options here .

Shop and dine at Faneuil Hall Marketplace.

Want to pack as much Boston as you can into a single place? Simply head to Faneuil Hall . The famed marketplace is home to more than 70 retailers across its 200,000-square-foot space, including food, apparel, and specialty gift shops. It's a place to see and do it all, and it's especially magical if you can visit during the holiday season.

Learn something new at the Museum of Science.

Boston's Museum of Science may be one of the most fun spots in the city. It's filled with interactive exhibits that will surprise, delight, and leave you in awe. Head there to learn about the evolution of dinosaurs, see its exhibit on how vaccines work, and much more.

Stop by Trinity Church.

If you love architecture, design, and history, Trinity Church should be high on your list of things to see in Boston. A National Historic Landmark, the church is also considered by the American Institute of Architects to be one the country's top 10 buildings thanks to its Richardsonian Romanesque design and stained-glass windows. The church is open for both worship and tours throughout the week.

Get medieval at Castle Island.

Castle Island is a hidden gem that even locals tend to overlook. We're not quite sure how considering there is an entire castle-like fort hiding in plain sight. The 22-acre "island" isn't actually an island anymore after a small strip of land was added to connect it to shore, but that doesn't make it any less special. Visitors can come to tour the fort, walk the grounds, or head to its trails for a bit of rollerblading or biking.

Pick up new art at the SoWa studios.

Stroll through the SoWa studios and get a glimpse of the fantastic work from the city's artistic community. Visitors can swing by the first Friday of every month for open gallery tours or make an appointment with an artist to get up close to the works before buying.

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The 11 Best Fall Day Trips From Boston

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If you live in Boston or are visiting the New England city in the fall, there are some great day trips you can take by bus, to enjoy a living history museum, colorful seasonal foliage, and the city where the spooky Salem Witch Trials took place. You can also go by car to scenic autumn destinations within a two-hour drive of the Massachusetts capital, from small waterfront towns to mysterious cave dwellings and cornfield mazes.​

America's Stonehenge: Visit Historic Dwellings

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You've probably heard of Stonehenge—that mysterious collection of megaliths (big rocks) over in the old England. You may not know that New England has America's Stonehenge in Salem, New Hampshire , just a 40-minute drive north from Boston. Fall is the perfect season for a day trip to this curious attraction, which features 30 acres of dwellings that resemble caves and stone structures built according to an astronomical calendar, a visitor center, and more.

Davis Farmland Discovery Farm: Explore the Mega Maze

Massachusetts Office of Travel and Tourism

One of New England's oldest and largest cornfield mazes is the 8-acre Mega Maze, typically held through early November at Davis Farmland Discovery Farm in Sterling, Massachusetts. Leave Boston behind for a scenic roughly one hour, 10-minute drive to this challenging, larger than life puzzle. You can have loads of fall fun, as well as catch some live music and choose from many food options.

Across the street at Davis Farmland, enjoy picking apples and pumpkins, spray grounds, an animal showcase, and more. Buy tickets online in advance for both attractions.

Old Sturbridge Village: Get Transported to the 1800s

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Old Sturbridge Village in Sturbridge, Massachusetts, is a 200-acre time machine that transports visitors a New England town in the early 1800s. Within moments of setting foot inside the complex of historic buildings populated with interpreters in 19th-century attire, you can't help but feel immersed in yesteryear. The Northeast's largest outdoor history museum, Old Sturbridge Village displays the routines and rituals of a past community day after day, season after season.

Fall is a fascinating and picturesque time for a visit. A special Autumn Harvest Weekend usually includes a chance to see farm animals and artisans as well as learn from the costumed interpreters as they pick corn, potatoes, and more. The village is an easy day trip destination from Boston, located just over an hour's drive from the city.

Castle in the Clouds: Catch Stunning Views

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As of late October 2020, the Carriage House Restaurant is temporarily closed, but Café in the Clouds serves lunch every day from 11 a.m. to 4 p.m. Just over a two-hour drive from Boston in Moultonborough, New Hampshire, Castle in the Clouds features stunning fall landscapes at a mountaintop abode. The spectacular, 5,500-acre estate was built by eccentric industrialist Tom Plant in 1914 and boasts a lovely view of Lake Winnipesaukee. Hike among the 28 miles (45 kilometers) of trails, or stroll by some waterfalls. After a one-hour walking tour, linger over lunch or snacks and drinks at the Carriage House Restaurant, which caters to vegetarian and gluten-free diets.

Newburyport: Stroll Around the Waterfront Town

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Newburyport, Massachusetts, a waterfront town only an approximately 45-minute drive north of Boston, makes the perfect day trip. The autumn season is a great time to explore the town and enjoy pleasant weather. Not only does the town have a marina and some nice parks, but it is home to several popular restaurants and bars. Some travelers enjoy shops with antiques, clothes, and more. In addition, the beautiful beach destination of Plum Island is nearby. Check out the Plum Island Lighthouse , also known as the Newburyport Harbor Lighthouse, where open houses take place on the third Sunday from May through September.

Portsmouth: Shop and Eat at the Seacoast

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Traveling to another state may not sound like a day trip, but there's plenty to see just over the New Hampshire border in Portsmouth, which is only about an hour away from Boston by car. Portsmouth is a cute, historic waterfront city dating back to 1630 with plenty of shops, art galleries, restaurants, breweries, hotels, and more. It is within close proximity to several beaches as well and is beautiful no matter what time of year you visit.

New England Countryside: Take a Fall Foliage Bus Tour

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The Fall Foliage Bus Trip is canceled in 2020. Set out from Boston on an approximately nine-hour motorcoach tour of the New England countryside. This one-day trip held each autumn includes a stop at an orchard for apples and cider and views of lovely towns, taverns, churches, Willard Brook State Forest, and more. Book through Viator for the Fall Foliage Sightseeing tour, which includes lunch.

Plimouth Plantation: Learn About the Pilgrims

The Plymouth Day Trip is canceled in 2020. Reserve via Viator and board a motorcoach from Boston for an eight-hour pilgrimage to Plymouth, Massachusetts, the historic home of the Pilgrims. You will enjoy a guided tour of the Plimoth Plantation living history museum, the working Plimoth Grist Mill, the local waterfront, Plymouth Rock , Mayflower II , and other historic sites. The seasonal tour usually runs from June to October.

Salem: Get Spooked During Halloween

Media photo courtesy of the Massachusetts Office of Travel and Tourism

The Boston to Salem "Witch City" Day Trip is canceled in 2020. Salem, Massachusetts, is just 25 miles (40 kilometers) north of Boston, and the eerie city where the Salem Witch Trials took place in 1692 is easily accessible via car or MBTA trains . You can also book a spot on a roughly seven-hour Salem-bound bus tour direct via Viator. October is a particularly good time to visit Salem—in addition to seeing the town's Halloween shops and witch-related attractions, you'll have lunch in the Pickering Wharf area.

Walden Pond: Walk or Swim on the Famous Beach

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Walden Pond Visitor Center, the Thoreau House Replica, and the picnic areas are temporarily closed as of late October 2020. The Walden Pond State Reservation spans about 400 acres including the pond and surrounding areas. Few bodies of water have celebrity status to rival that of this serene pool in Concord, Massachusetts. Henry David Thoreau, the 19th-century writer, turned the pretty pond into an icon when he lived there for two years. The fall is a lovely time to walk, swim, and ride a boat at this scenic spot, which is just a 35-minute car trip west from Boston.

Hyland Orchard: Enjoy Fun for the Whole Family

The Hyland Orchard is closed for the 2020 season. Located about an hour's drive from Boston in Sturbridge, Massachusetts, this is a fun place for the whole family on autumn weekends. Hyland Orchard typically offers apple picking and live music on Saturdays and Sundays through October. Kids love wagon rides and the petting zoo. Adults can sample beer in the Rapscallion Brewery & Tap Room , housed in a 1940s apple barn, while enjoying something to eat from the food truck on-site.

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23 Top-Rated Tourist Attractions in Boston

Written by Barbara Radcliffe Rogers Updated Mar 19, 2024 We may earn a commission from affiliate links ( )

Perhaps no other city in America holds as much history of the colonial and Revolutionary War era as Boston. It's not surprising then that its main sites have become a pilgrimage trail for Americans and for others who hope to get a sense of that history.

But more than that, the Freedom Trail is a good introduction to today's city, connecting or passing close to some of its best loved tourist attractions. Boston is easy to navigate on foot, as its major sights are relatively close, and America's first subway system, the T, connects its important neighborhoods.

Across the Charles River, a watery summer recreation area whose Boston shore is reserved as the Esplanade park, is Cambridge. Although a separate and independent city, for tourist purposes, Cambridge is part of Boston and connected by the same transit system.

Here, you'll find two of America's most prestigious and important universities, Harvard and the Massachusetts Institute of Technology (MIT) . These and the many other universities and colleges in the area help keep Boston a youthful and vibrant place to be, with a lively cultural scene. With all the music, theater, and entertainment options, plus its abundance of restaurants, you'll never be at a loss for things to do in Boston at night.

Maybe because I've lived there and know its sometimes puzzling web of downtown streets, I find Boston a thoroughly comfortable city to visit; despite its tall buildings, its compact neighborhoods make it seem more like a cluster of small towns. Join me in a tour of my favorite city, and discover the best things to do, with this handy guide to the top attractions in Boston.

Walk the Freedom Trail

See a game or take a tour of fenway park, faneuil hall, boston common and public garden: ride the swan boats, museum of fine arts boston, isabella stewart gardner museum, uss constitution and bunker hill (boston national historic park), museum of science, harvard square and harvard art museums, old north church and boston's north end, boston tea party ships & museum, new england aquarium, harvard museums and the glass flowers, newbury street & back bay, boston public library and copley square, boston harbor and whale watching cruises, john f. kennedy presidential library and museum, beacon hill and the black heritage trail, boston harborwalk and christopher columbus waterfront park, rose fitzgerald kennedy greenway, boston pops and boston symphony orchestra, arnold arboretum, massachusetts institute of technology, best time to visit boston, ma.

The three-mile Freedom Trail leads you past – and into – 16 of the city's principal historic monuments and sites. It's easy to follow, by the line of red bricks in the sidewalk and by footprints at street crossings. Begin by picking up brochures on the attractions at the Visitor Center in the Boston Common before heading to the State House .

The trail will take you to Old Granary Burying Ground (where Paul Revere, Samuel Adams, and John Hancock are buried), King's Chapel Burying Ground (Boston's oldest cemetery with the graves of Governor John Winthrop and two Mayflower passengers), Old South Meeting House (where the ringing speeches of patriots spawned the Boston Tea Party), and the Old State House . This is Boston's oldest public building and the site of the Boston Massacre .

The Freedom Trail continues through Boston's North End, past the Paul Revere House and Old North Church , and ends across the bridge in Charlestown with the 54-gun frigate USS Constitution and the 220-foot granite Bunker Hill Monument. With all these attractions and places to see, it's no wonder the Freedom Trail is one of the best walking trails around Boston .

Known as "America's Most Beloved Ballpark," Fenway Park is one of the most fabled sports complexes in the country, and even if, like me, you're not a sports fan, a tour of it is both fun and interesting. And sitting inside, surrounded by cheering fans and singing "Sweet Caroline" is a quintessential Boston experience.

The home of the Boston Red Sox looks much the same as it did when it opened on April 20, 1912. One of its most recognizable features is the Green Monster , the 37-foot green wall in left field, and the park still maintains some of the remnants of "old time" baseball such as the hand-operated scoreboard.

Fenway Park also has the lowest seating capacity in the Major Leagues holding only 33,871 spectators (a fact that makes tickets exceedingly scarce).

Author's Tip: If you manage to get tickets, don't even think about driving to a game. Park outside the center and take any MBTA Green Line train (except one labeled Heath St.) to Kenmore Square and follow the crowd on the short walk to the stadium.

Address: 4 Yawkey Way, Boston, Massachusetts

Known as the "cradle of liberty," Faneuil Hall was built in 1740-42 by Huguenot merchant Peter Faneuil as a market hall and presented to the city on condition that it should always be open to the public.

The ground floor is still occupied by market stalls; on the upper floor is a council chamber, which in the 18th and 19th centuries was the meeting place of revolutionaries and later, of abolitionists. On its fourth floor is the Ancient and Honorable Artillery Museum , with weaponry, uniforms, and paintings of significant battles.

The adjoining Faneuil Hall Marketplace includes three long halls (Quincy Market, North Market, and South Market), dating from the early 19th century, now occupied by a lively assortment of shops, restaurants, and exhibitions.

In good weather, I love the block-party atmosphere here, with street performers and buskers putting on shows in the square around the market, and in any weather I never tire of browsing through the shops selling jewelry, clothing, gifts, and souvenirs. You can never have too many Red Sox caps, or you can get a coffee mug inscribed with a Boston/English dictionary. It might come in wicked handy talking with locals.

The food stalls in Quincy Market are some of the most popular places to eat lunch in Boston. My favorites are Fisherman's Net and the family-run Boston Chowdah for seafood, and West End Srollers for panini sandwiches I can walk around with as I browse. Ethnicities from Hispanic to Asian Fusion are represented, and Boston Halal is opening in 2023.

Address: Faneuil Hall Square, Boston, Massachusetts

In the heart of the city is Boston Common, America's oldest park and the start of the Freedom Trail . In this large green space, which is much used by locals year-round, are various monuments and the Central Burying Ground of 1756.

You can rent skates to use on the Frog Pond from November through mid-March, enjoy the spring blossoms and fall foliage colors reflecting in its surface, and in summer, watch youngsters splash about in the wading pool.

Adjoining it on the west side of Charles Street, is the 24-acre Public Garden, America's oldest botanical garden. Along with the Victorian-style monuments and statues, including an equestrian statue of George Washington, are the popular modern bronzes of a family of ducks immortalized in Robert McCloskey's children's book Make Way for the Ducklings .

Joining the ducklings to give the Public Garden its whimsical air is one of Boston's most iconic experiences for all ages: riding around the lake in the garden's center on the famous Swan Boats , first launched in the 1870s.

Generations of children have ridden these and returned with their own children and grandchildren (I know this because I'm in one of those families). If you're in Boston with kids, take them for a ride here, and start your own multi-generational tradition.

Address: Public Garden, Boston, Massachusetts

One of the leading art museums in the country, the Boston Museum of Fine Arts excels in its collections of Impressionist paintings, ancient Egyptian treasures, Asian and Persian fine arts, and works from ancient Greece and the Middle East.

Its crowning achievement is the construction of an entire American Wing to house, integrated in chronological order, outstanding collections of American paintings, furniture, decorative arts, folk art, silver, glassware, and design dating from pre-Columbian arts to the Art Deco and Modernist eras. To see all these works of art shown in context with other creative accomplishments of their time is an exciting journey through the world of American creativity, one I never tire of taking.

Highlights elsewhere include a 12th-century lacquered-wood sculpture of a Buddhist Bodhisattva and Korean painted screens, the ivory and gold statue of the Minoan Snake Goddess from 1500 BC, and a statue of the Egyptian pharaoh Mycerinus and his queen from 2548-2530 BC.

For me, in addition to the American Wing, the museum's highlight is the group of 35 paintings by Claude Monet , one of the largest collections outside of France. These are exhibited in good company, alongside works of Gaugin, Renoir, and Degas.

To see and appreciate all the museum's galleries and collections could take a full day, but the mind can only absorb as much as the feet can endure. So unless you are a devoted art enthusiast, plan from two hours to half a day here and concentrate on those sections that interest you most.

The museum is about a 1½-mile walk from Copley Square and other neighborhoods for sightseeing; an easier way to get there is on the MBTA Green Line. Take a car marked Heath St. from Copley or Park St. stations.

Address: 465 Huntington Avenue, Boston, Massachusetts

Set in a building its eccentric creator modeled after a 15th-century Venetian palace, the Isabella Stewart Gardner Museum displays its collections in rooms surrounding a four-story central courtyard filled with flowering plants and fountains.

The priceless 2,500-piece collection of paintings, sculptures, furniture, tapestries, decorative arts, books, and manuscripts reflect the personal tastes and considerable expertise of Mrs. Gardner herself, whose own flamboyance further adds to the charm of the museum.

Behind the palazzo, a 70,000-square-foot glass-clad building designed by Italian architect Renzo Piano creates new viewpoints for the original palazzo and stunning spaces for music and visual arts, allowing the museum to showcase exceptional contemporary works and artists. Rather than clash or compete with the original building, Piano's wing simply provides a new glass through which to view Mrs. Gardner's palazzo.

From almost anywhere in the new building are uninterrupted prospects of the palace and gardens through transparent walls. After you tour the museum, stroll through the Fens , a long green space, where you'll find a beautiful rose garden in bloom from June through October.

Author's Tip: The Gardner is only a few steps from the Museum of Fine Arts, making it tempting to combine them in one day. But unless art is your passion, it's best to see them on different days, so you can appreciate each. Visiting the Gardner is to immerse yourself not just in art, but in the 15th- and 16th-century artistic world of Renaissance Italy.

Address: 280 The Fenway, Boston, Massachusetts

Nicknamed Old Ironsides , USS Constitution is the oldest commissioned ship in the United States Navy, and is still commanded and crewed by Navy personnel. The ship is open to visitors, who can go below desks and hear about the ship's construction and action at sea.

Across the pier, the USS Constitution Museum provides historical context through interactive exhibits that illustrate life aboard a naval vessel two centuries ago. Another ship you can tour here is the Cassin Young , a World War II destroyer.

Charlestown Navy Yard is part of the Boston National Historical Park, and it's a short walk to the Bunker Hill Monument and Museum, also in the park. The 221-foot-tall granite monument marks the hilltop site of the earthen fort built by New England soldiers prior to the Battle of Bunker Hill, the first pitched battle of the American Revolution.

Address: Building 22, Charlestown Navy Yard, Charlestown, Massachusetts

Exhibits in the extensive Museum of Science encourage learning through hands-on exploration of science and technology, but the museum is not just for children. Physics, biology, chemistry, ecology, zoology, astronomy, computers, and more are explored in more than 700 permanent, hands-on exhibits that are enhanced by stage presentations and interpreters. I find it every bit as engaging as my children do, and can easily spend a whole day here.

Highlights are a 65-million-year-old fossil discovered in the Dakota Badlands, an electricity dome with continuing programs, the Butterfly Garden where you can walk among free-flying butterflies in a conservatory filled with exotic plants, a live animal center, a chance to join local meteorologists to learn weather forecasting, and ComputerPlace , where you can operate a robot and explore how your computer stores information. The planetarium presents daily laser and star shows, and the Mugar Omni Theater has a five-story domed screen.

Author's Tip: Save money on a family day at the museum by bringing your own lunch. You are welcome to enjoy it in the Atrium, on the front plaza, or at picnic tables behind the museum. No snacking in the exhibit areas, though.

Address: Science Park, Boston, Massachusetts

Harvard University , founded in 1636, is the oldest institution of higher learning in the United States and is widely considered one of the world's leading academic centers. Go to the Harvard Information Center to take a spirited and entertaining free walking tour of the campus guided by a student who will share history, Harvard lore, and personal perspective. Or you can download a tour from their website.

Harvard Yard sits right in Harvard Square , a lively hub for students, "townies," and visitors, filled with shops, bookstores, and allegedly more places to buy ice cream than any other U.S. city.

Adjoining Harvard Yard is the Renzo Piano-designed home of the Harvard Art Museums , including three formerly separate collections, each of which ranked high as major U.S. art museums. Few universities have such enviable collections. Fogg Art Museum concentrates on Italian early-Renaissance art, the Busch-Reisinger on Expressionist art of central and northern Europe, with Bauhaus objects and paintings by Kandinsky and Klee.

Another important feature of the museums is one of the world's best collections of Chinese jade, as well as Chinese bronzes, Japanese prints, Indian art, and Greco-Roman antiquities, especially vases and sculptures.

If you're as bookish as I am, don't miss browsing in The Harvard Bookstore , just across Massachusetts Ave. from The Yard. Not associated with the University, this indy store has been a fixture in this same spot since 1932.

If you're looking for Harvard insignia souvenirs, the place to go is the Harvard Coop , across the square.

Address: 32 Quincy Street, Cambridge, Massachusetts

Boston's lively Italian neighborhood, known as the North End, is one of Boston's oldest, where the silversmith and activist leader Paul Revere lived at the time of the American Revolution. The Paul Revere House, which he bought in 1770 and lived in when he made his famous ride, is the only patriot's home on the Freedom Trail, and is open to tour.

You can climb to the tower of Old North Church , where lanterns were hung in April 1775 to alert Paul Revere that British troops were headed to Lexington to arrest the patriot leaders and confiscate the munitions supplies. The beautiful white interior of the church still retains its historic box pews.

The North End is a favorite spot for tourists for reasons that go well beyond its important historic sights. Although it has changed a bit over the years since it was filled with newly arrived immigrants from Italy, it retains its Italian character and lively flair.

You'll find Italian restaurants; cafes; bakeries; and shops fragrant with aromas of cured olives, fresh-roasted coffee, and Italian cheeses. For my family, Modern Pastry on Hanover St. is a required stop, for cannoli and pignoli cookies.

You'll also find the North Bennet Street School , where skills such as bookbinding, cabinet and furniture making, carpentry, silver and gold work, and violin making are taught. Their gallery shop is like a museum of fine craftsmanship and a good place to shop for one-of-a-kind gifts.

On the night of December 16, 1773, more than a year before the first battle of the American Revolution, angry Bostonians protesting a tax on goods shipped to the colonies, stormed ships from England and threw the tea into the harbor at this site. With full-scale replicas of the original ships from which the Sons of Liberty dumped tea overboard, the Boston Tea Party Ships & Museum offers tours with a participatory reenactment of that event.

Costumed historical interpreters lead visitors through that historic night, through interactive exhibits, films, and multi-sensory experiences. Of course, everyone gets to dump tea into the harbor. In the museum, you'll see the only known tea chest from that ill-fated cargo.

This is more a history-as-entertainment attraction than a living history museum. But kids are drawn into the fun as they learn about shipboard life and American history, so it's no wonder this is one of the favorite things to do for families in Boston.

Address: 306 Congress Street, Boston, Massachusetts

Overlooking the waterfront, the New England Aquarium features more than 20,000 fish and aquatic animals representing over 550 species. A man-made Caribbean coral reef houses a large variety of tropical fish and underwater life including sharks, turtles, and moray eels. The Edge of the Sea touch tank allows visitors to handle small invertebrates like crabs, starfish, and urchins.

Outside the aquarium, visitors can watch harbor seals play, perform, and live in their enclosed habitat. The New England Aquarium also sponsors educational programs and whale-watching tours outside of Boston Harbor, and the adjacent IMAX Theater shows 40-minute films on nature subjects.

To be sure of admission at this popular family attraction, reserve timed entry tickets in advance. Nearby parking is expensive, but it's easy to get here by public transit; the aquarium has its own stop on the MBTA's Blue Line.

Address: Central Wharf, Boston, Massachusetts

Although the four Harvard Museums that make up this complex contain treasures such as the artifacts brought back by Lewis and Clark, for most people, the highlight is the more than 3,000 models of 830 species of flowers and plants, some with insects, and all so realistic that you will have trouble believing they are made of glass. I marvel at these anew, each time I see them.

Created between 1887 and 1936 by German artisans Leopold and Rudolf Blaschka, the flowers are unique in the world, and their secret process has never been replicated. These are part of Harvard's massive research collections, shown under one roof in the Peabody Museum of Archeology and Ethnology , the Mineralogical Museum , the Museum of Comparative Zoology, and the Botanical Museum .

Particularly strong in Native American exhibits , the Peabody shows artifacts and art interpreted as part of a living culture, even when that culture has vanished. You can admire some of the finest examples of Native American arts from many periods and tribes, and also see how these changed as Europeans provided a new market for their goods.

Those who like the Victorian "Cabinet of Curiosities" feel of old traditional museums will love the Pacific Islands balcony - it's like stepping back a century. The Museum of Comparative Zoology , founded by Louis Agassiz in 1859, contains an extensive collection of fossils, including a 25,000-year-old mastodon . The mineralogy collections include a dazzling display of rough and cut gemstones , a world-renowned meteorite collection, rocks, ores, and minerals from around the world.

Address: 26 Oxford Street, Cambridge, Massachusetts

Both atmospheric and fashionable, Boston's Back Bay (it was once under water, before a hill was leveled to fill it in) is the heart of the 19 th -century city, home of the "Proper Bostonian" of legend. Streets of sedate Brownstone and brick townhouses line the grid of streets between the Public Garden and the Fenway, bounded on the north by Storrow Drive and the Charles River Esplanade.

Stroll its tree-lined streets, especially Newbury Street, to find an almost European atmosphere of small (mostly trendy) shops and boutiques, art galleries, and cafés and restaurants that spill out into sidewalk terraces. Architecture throughout the neighborhood is eclectic, with some fine examples of ornamental terra-cotta and brickwork.

I love walking through Back Bay residential streets at any time of year – in the spring when Magnolias bloom in the tiny front yards, in the winter when the wrought-iron fences sketch patterns against the snow, and in the fall when fallen leaves crunch underfoot.

The main square of the Back Bay area is surrounded by both old and ultra-modern buildings. One side is formed by the Boston Public Library , founded in 1848 as the first publicly funded lending library in the country. Architect Charles Follen McKim designed the present building in 1895.

Go inside to see the library's Renaissance Revival architecture and murals by John Singer Sargent and Edwin Abbey. Granite medallions over the entrance arches are the work of the pre-eminent American sculptor Augustus Saint-Gaudens. The three sets of bronze doors in the vestibule were created by Daniel Chester French. Regular Art and Architecture Tours are among the several free things to do in Boston.

Author's Tip: Boston's best-kept secret may be the elegant afternoon teas served in the tearoom overlooking the beautiful Italianate Courtyard of the Boston Public Library. Crisp white linens and silver-edged crystal set the stage for proper tea sandwiches, scones, and trays of dainty sweets.

Facing the library, across a grassy lawn, where you can enjoy a picnic lunch with neighborhood office workers, is Trinity Church , a red sandstone building designed by architect Henry Hobson Richardson in his distinctive style, known as Richardson Romanesque. Trinity is widely considered to be his finest work. The murals, frescoes, and painted decorations inside are by John La Farge and much of the fine stained glass is by Edward Burne-Jones and William Morris.

On a third side of the square is the venerable Boston institution, the Fairmont Copley Plaza ; these three buildings, backed by the sheer glass wall of a skyscraper, create a stunning cityscape. A block down Boylston Street, look for the finish line of the Boston Marathon , run each April on Patriot's Day.

Just beyond is the Prudential Center , a 32-acre complex of apartments, shops, restaurants, and a 52-story tower. On its 50th floor, you can visit the Skywalk observation deck for 360-degree views of Boston and its surroundings.

Address: 700 Boylston Street, At Copley Square, Boston, Massachusetts

At Rowes Wharf, you can board the Odyssey to cruise through Boston Harbor, from Castle Island to George's Island, then east to the Boston Light on Little Brewster Island, and back north to Charlestown Naval Yard before returning to the wharf.

You can enjoy lunch, dinner, or Sunday brunch as you savor the views of the Boston skyline from the water. The skyline is especially beautiful at night when you can take a starlight or full moon cruise.

You can travel outside the confines of Boston Harbor on Boston Whale Watching Cruises , for a chance to see humpback and fin whales, as well as dolphins and porpoises, in the wild. This three-hour, naturalist-led tours are very popular and claim to have whale sightings on every trip.

Dedicated to the memory of the 35th U.S. President, the John F. Kennedy Presidential Library and Museum is the official national memorial to JFK, designed by noted architect I.M. Pei and opened in 1979. The museum, which stands on the shore south of the city, features three theaters, personal memorabilia, photographs, and historical exhibits that document the life of JFK and his presidency.

Exhibits cover the presidential campaign trail, the Oval Office, First Lady Jacqueline Bouvier Kennedy, and the Kennedy family. Interactive experiences here include the free and family-friendly Highlights tours and the Hands-on Cart programs, which include the PT-109 story and a closer look at the Race for Space.

Address: Columbia Point, Boston

One of Boston's most beautiful neighborhoods and right in the center of the city, the south side of Beacon Hill has traditionally been the home of Boston's "old money" families, known locally as "Brahmins." Well-kept brick homes in Federal and Greek Revival styles line its tree-shaded streets, and at its heart is Louisburg Square, where homes face onto a leafy private park. Author Louisa May Alcott lived here from 1880 to 1888.

The Nichols House Museum , a Federal-style home by Boston architect Charles Bulfinch, shows how Beacon Hill's upper-class residents lived and is filled with collections of 16th- to 19th-century furnishings and decorative arts. At the western foot of Beacon Hill, Charles Street is lined with boutiques and shops that have traditionally catered to the neighborhood and are popular with visitors as well. Beyond Charles Street, facing the Public Garden, The Bull and Finch , established in 1969, inspired the popular television program, Cheers .

Restaurants and cafes come and go quickly along classy Charles St, but one that has maintained its elegant ambiance and traditional Tuscan country menu is Toscano , where you can dine on melt-in-the-mouth veal scaloppini or a simple four-cheese pizza.

The north side of Beacon Hill is far more modest and has been home to immigrants, including a sizable African American community, since the early 19th century. National Park Service Rangers offer free guided tours of the Black Heritage Trail from April through November and you can follow the trail on a self-guided tour year-round.

The Boston African American National Historic Site includes 15 pre-Civil War homes, businesses, schools, and churches that give a picture of Boston's 19th-century African American community. The Museum of Afro-American History operates the African Meeting House , the country's oldest (1806) church built by and for Black Americans and now restored to its 1854 appearance.

The 1834 Abiel Smith School was the first public grammar school for African American children. Displays at both include artifacts, films, art, and sculpture related to the black experience in Boston and New England.

The Boston waterfront has seen many changes since its early beginnings as a colonial shipping port. After a period of decline for much of the 20th century, new life was breathed into the area in the mid-1970s with an ambitious redevelopment plan.

Today, this interesting mix of residential and commercial space is connected by HarborWalk , an attractive walkway along the waterfront, with parks, public art, benches, cafés, interpretive signs, and access to several means of exploring the harbor by cruise boat, ferry, or water taxi. A shuttle boat also runs to the Charlestown Navy Yard .

Although it extends from Charlestown to South Boston – and will expand considerably farther – the part you won't want to miss goes from the North End through the wisteria-draped pergola of Christopher Columbus Waterfront Park , past Commercial Wharf, India Wharf, and Long Wharf , and by Rowes Wharf before curving along the harbor into the vibrant Seaport District to the Institute of Contemporary Art , an art museum dramatically cantilevered above the water.

One of the newest of Boston's many public parks and green spaces, the Rose Fitzgerald Kennedy Greenway fills the swath of downtown Boston left bare by the removal of the elevated Central Artery.

Nearly 1.5 miles of parks and gardens connect several diverse neighborhoods, including the financial district, the North End, Chinatown and Faneuil Hall Market, all just a few steps from the linear park.

Public art, gardens, benches, a farmers' market, food trucks, and playgrounds enliven the park, along with a fanciful carousel of whimsical animals, where children can ride on rabbits, a butterfly, turtle, lobster, or a grasshopper. All 36 creatures on the Greenway Carousel were inspired by drawings made by Boston school children. The carousel is specially designed to be accessible to adults and youth with disabilities.

The Boston Symphony Orchestra gave its inaugural concert in 1881, and its first at Symphony Hall , one of the world's most acoustically perfect concert halls, when it opened in 1900. Over more than a century of history, its conductors have included greats such as Pierre Monteux, Serge Koussevitzky, Charles Munch, Seiji Ozawa, and James Levine.

In addition to its regular symphony season, the hall is home to the Boston Pops Orchestra , which sets an international standard for performances of lighter music. For many visitors, the highlight of a trip is a Pops concert, either in Symphony Hall or at the Hatch Memorial Shell , an Art Deco outdoor music shell on the riverside Esplanade that has become a Boston landmark.

The shell hosts a regular program of concerts and other special events, and is especially famous for the Boston Pop's yearly performance of Tchaikovsky's 1812 Overture on July 4th. Audiences sit on the lawn in front of the shell with views of Cambridge, Back Bay, and Beacon Hill, and the Pops orchestra is accompanied by real cannon fire and ringing Boston church bells.

Following the concert is a spectacular fireworks display over the river; both are televised all over New England. When I lived on River St, a block from the Esplanade, I took my lawn chair and a book to a grassy spot near the Shell at 10 am to get the best spot; now you'll have to wait until noon to stake your claim.

You can go behind the scenes on a tour of Symphony Hall where you'll hear the history and traditions of the Boston Symphony Orchestra, its musicians and conductors.

Address: 301 Massachusetts Avenue, Boston, Massachusetts

A "museum of trees," the Arnold Arboretum is especially colorful in the fall, when the maples are ablaze in reds and yellows, and in the spring, when cherry trees, lilacs, or magnolias are in full bloom. But the Arnold Arboretum is beautiful all 12 months of the year. When the trails through its 281 acres are covered in snow, they are popular places to snowshoe and cross-country ski.

A National Historic Landmark , designed by landscape architect Frederick Law Olmstead, the Arboretum is maintained by Harvard University , which uses it as a teaching laboratory. Along with a wide variety of trees, shrubs, vines, and perennial flowering plants, are exceptional collections of lilacs, azaleas, and rhododendrons; the Bonsai & Penjing Collection is also a highlight.

The Explorers Garden , occupying a small microclimate within the grounds, is home to two of the world's largest Franklin trees, a species now extinct in the wild. Docent-led tours range from quarter-mile introductions suitable for all abilities to a 90-minute Keeper's Tour.

Address: 125 Arborway, Boston, Massachusetts

The 150-acre MIT campus is of special interest to fans of modern and postmodern architecture , a living museum of works by noted architects including Alvar Aalto, Eduardo Catalano, I. M. Pei, Frank Gehry, and Eero Saarinen.

In addition, the campus displays hundreds of sculptures and art installations that you can see with the help of a self-guided walking tour map, by artists such as Pablo Picasso, Henry Moore, Alexander Calder, Jacques Lipchitz, and Auguste Rodin. In the Hart Nautical Gallery are ship models, and the Compton Gallery shows contemporary art.

Address: 77 Massachusetts Avenue, Cambridge, Massachusetts

Official site: www.mit.edu

If you're looking for a seamless vacation packed with fun adventures and ideal weather conditions, the best time of year to go to Boston is during the late spring and early fall . This is technically Boston's high season.

From May through the end of June , things are starting to warm up nicely. You're looking at highs in the upper 60s to high 70s and more comfortable lows in the 50s. Not too hot nor too cold, these temps are perfect for wandering the streets all day. Still, you'll want to pack layers to be sure you're prepared for the fluctuating temperatures.

The months of September and October also present visitors with optimal highs in the mid-60s (October) to high 70s (September). Lows range between high 40s to high 50s. Again, you'll likely need layers. At this time, you'll witness an impressive sight: vibrant red, orange, and yellow hues envelop the city in the form of fall foliage, especially towards the end of October, rewarding photographers with picture-perfect backdrops.

Boston hotels will be more expensive during this time, and you can expect to see larger crowds of tourists, but overall, late spring and early fall are the best times to visit Boston . Since many of the city's best attractions are outside (i.e. the Freedom Trail and Fenway Park ), you're guaranteed an enjoyable visit that allows you to visit the city's most popular points of interest with ease. Plus, you'll be able to ride a Swan Boat in Boston Common . This "ride" is closed during the cold winter months.

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9 best hiking spots near Boston

Step away from the screens and enjoy the great outdoors on these trails

While urban living offers the best in restaurants, nightlife and theater, sometimes you just want to get outside, stretch your legs and hit the open trails in peace. Believe it or not, you don’t need to travel to the White Mountains or the Appalachian Trail to get your nature fix. There are plenty of picturesque hiking spots near Boston. Whether it’s climbing scenic wooded preserves or exploring waterfront trails, these local hikes are perfect for walking off the bustle of The Hub. No time to leave the city limits? Head over to one of Boston’s best parks . And if you want to turn an afternoon stroll into a full-on escape, check out the best weekend getaways from Boston and the best day trips from Boston .

RECOMMENDED: Best things to do in Boston Best secluded Airbnbs near Boston

Been there, done that? Think again, my friend.

The best hiking near Boston

1.  blue hills reservation.

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Boston is no Denver, but there are still a couple of mountains (glorified hills, really) to climb. Just a few minutes outside of the city proper is a 7,000-acre reservation with 125 miles of pristine hiking trails. Climb to the top of Great Blue Hill and enjoy an unmatched view of the Hub's skyline — just prepare to share the scenery with crowds during the warmer months. Ski bunnies can return in the winter for some modest slalom action.

2.  Middlesex Fells Reservation

Just north of Boston, this 2,500-acre state park in Stoneham features more than 100 miles of trails. While the reservation has hikes for all levels, the Skyline Trail is both the most challenging and the most popular. It includes seven miles of rough terrain passing over hills, through wooded forests and around stunning lakes. A climb to the top of Wright’s Tower (when it’s unlocked for most afternoon exploration) affords gorgeous Boston views. Even if the observation tower is closed to visitors you can still grab those vistas from atop the rocks ledges surrounding the structure.

3.  World's End

Though relatively small (251 acres), this lush nature preserve is a mere 11 miles outside of the city. Overlooking Hingham Harbor, there are 4.5 miles of easy-to-moderate trails available for exploring. Hike through rolling hills, past saltwater marshes and along the shoreline while still catching glimpses of the Boston Skyline. Head back into the forest to watch the countless species of birds who call this preserve their home.

4.  Breakheart Reservation

Great for both hiking and mountain biking, this state park features numerous trails—ranging from easy to challenging—through dense hardwood forests. Seven hills within the park, which spans Saugus and Wakefield, offer views of Boston as well as New Hampshire and central Massachusetts.  The Saugus River cuts through the park, and trails follow along the riverbanks of two lakes.

5.  Mount Misery

This area may be the largest conservation area in leafy Lincoln, but it's namesake mountain is actually more like a manageable hill. Wander these trails and you’re bound to see quaint wildlife — from chipmunks and squirrels, to birds and deer. The top of Mount Misery offers views of the Sudbury River and Fairhaven Bay.  Concord’s wildly popular Walden Pond (Henry David Thoreau's inspiration for Walden ) is located nearby, so make a day of it and hit up both natural attractions while you're out there.

6.  Harold Parker State Forest

Located in Andover, this vast expanse includes 35 miles of trails and 11 quaint and quiet ponds – some even available for lazy day canoeing. With more than 3,000 acres of hardwood, hemlock and white pine forest, don’t discount an overnight stay at the 91-site campground. When just an afternoon is all your schedule affords, hit the Yellow Diamond Trail for a stroll to and around Salem Pond.

7.  Wachusett Mountain State Reservation

We all know that Wachusett Mountain is a popular winter destination for skiiers, thanks to those catchy commercials —b ut the tallest mountain near Boston also offers hiking throughout the rest of the year. The surrounding reservation includes the largest area of old growth forest in Massachusetts, as well as ponds, streams, a raised bog and 17 miles of trails. The 2.6-mile-long Harrington Trail is a popular hike that leads to the mountain's peak, where you can see the Boston skyline and New Hampshire's Mt. Monadnock on a clear day.

8.  Hopkinton State Park

Locals mostly know the quiet little town of Hopkinton as the starting point of the Boston Marathon. However, Hopkinton State Park is a hotbed of outdoor activities, with several trails running through its 1,500 acres of forest. There are paths for hikers of all levels, some of which are also used for horseback riding. In the summer, you can cool off and wash the sweat away with a swim in the reservoir.

9.  Battle Road Trail

This beautiful, five-mile path connects historic sites from Meriam’s Corner in Concord to the eastern boundary of Minute Man National Historical Park in Lexington. The easy, level trail follows the route that Minutemen once took to the battle at Concord Bridge, where they prevented the British from seizing the Colonists’ weapons. There are informative markers along the walk and an educational presentation at the visitor center, so your hike can double as a history lesson.

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