Top 20 Things to Do in Boston, Massachusetts

Boston is a one-of-a-kind American city that offers visitors opportunities to relive history, immerse themselves in the arts, cheer for hometown sports teams, explore museums, discover "hidden" harbor islands and imbibe at a famous brewery or an even more famous bar. If you're visiting Boston for the first time or if you've never spent an extended period in Massachusetts' capital city, here are our picks for Boston's 20 must-see places and attractions.

  • 01 of 20

    Walk Along the Freedom Trail

    Old South Meeting House Boston Freedom Trail

    2014 Kim Knox Beckius

    A walk along the two-and-a-half-mile Freedom Trail is one of the best ways to get acquainted with Boston and to efficiently visit the city's bounty of historic landmarks. If you're in a hurry and in pretty good shape, you can cover the length of the trail in as little as an hour, but that won't really allow you time to stop and visit any of the sites along the way. Your best bet is to allow three hours or more to walk the trail at a leisurely pace and see all of its Revolutionary landmarks. Boston also has an Irish Heritage Trail you may want to explore.

  • 02 of 20

    Visit the Boston Public Garden and the Swan Boats

    Boston Swan Boats
    Courtesy of the Massachusetts Office of Travel & Tourism

    Boston Public Garden, located along Charles Street adjacent to Boston Common, is the nation's oldest botanical garden. The famous Swan Boats have returned to Boston Public Garden each spring since they were first invented in 1877 by Robert Paget. The business, which operates from mid-April through Labor Day, is still run by descendants of the boats' inventor. When winter arrives, the pond is open to ice skaters.

  • 03 of 20

    Shop (and Eat) at Quincy Market

    Quincy Market, Boston, Massachusetts, USA,
    Robert Mullan / Getty Images

    Most people know it as Quincy Market, although its official name is the Faneuil Hall Marketplace. Whatever you call it, this indoor-outdoor market is a great place for both shopping and dining.

  • 04 of 20

    See a Reenactment of the Boston Tea Party

    An aerial view of the Boston Tea Party Ships & Museum from the neighboring Intercontinental Boston hotel.

    Kim Knox Beckius

    The Boston Tea Party is reenacted daily, and you can participate. Really! Steep yourself in history at the Boston Tea Party Ships & Museum. Rebuilt and reimagined following a devastating 2001 fire, the attraction reopened in 2012, and it's now one of the city's most engaging experiences.

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  • 05 of 20

    Watch the Red Sox Play at Fenway Park

    Fenway Park
    Steve Proehl / Getty Images

    On a sunshine-filled summer afternoon, there is perhaps no better place to be in all of New England than Fenway Park, the historic home of Major League Baseball's Boston Red Sox. Baseball fans have been energized and agonized by the exploits of some of baseball's greatest players at Fenway since 1912. If you can't score tickets to a Red Sox game, look into behind-the-scenes tours of Fenway Park.

  • 06 of 20

    Visit the Museum of Science

    Museum of Science Boston
    Courtesy of the Museum of Science / Photo by Michael Malyszko

    Boston's museums are as good as any you'll find in the world, and the most visited one is the Museum of Science at Science Park. It has more than 400 interactive exhibits including A Bird's World, an IMAX theater, Thrill Ride 360°, a butterfly garden and a planetarium. Take the kids!

  • 07 of 20

    Taste Beer at Sam Adams Brewery

    Sam Adams
    Courtesy of the Massachusetts Office of Travel & Tourism

    These days, Samuel Adams is known as much for being a brewer as a patriot. Tour the Sam Adams Brewery in the Jamaica Plain neighborhood of Boston for a glimpse of the beer-making process and a sample of the finished product. The brewery is also home to the Boston Beer Museum.

  • 08 of 20

    Visit the New England Aquarium

    New England Aquarium Harbor Seal
    Courtesy of the New England Aquarium

    Want to see sea lions smile and penguins play? Head to the New England Aquarium, one of Boston's perpetually popular family attractions. Once inside, you'll find yourself immersed in a watery world, where you can wave your flippers at cavorting sea lions and press your nose right up against the glass of the poisonous fish tank—if you dare!

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  • 09 of 20

    Take a Day-Trip to a Boston Harbor Island

    Boston Harbor Islands
    © 2012 Kim Knox Beckius

    Want to swim, hike, explore the ruins of an old fort and camp out under the stars at a national park? Believe it or not, you can do all of these things without leaving the city of Boston. The Boston Harbor Islands National Recreation Area consists of 34 narrow isles scattered in New England's most historic harbor, and you can visit these "hidden" outdoor spaces by boarding seasonal ferries from Quincy and Boston's Long Wharf.

  • 10 of 20

    Eat Your Way through Boston’s Chinatown

    Gate at entrance to Boston's Chinatown
    Barry Winiker / Getty Images

    Chinatown is one of Boston’s most vibrant neighborhoods, an entry point for generations of immigrants and home to thousands of people. It is home to a diverse amount of eateries, grocery stores, noodle and dim sum restaurants, bubble tea cafés, and herbal shops, all along with the usual convenience stores and gift shops.

  • 11 of 20

    Take a Walking Tour of Back Bay

    John W. Weeks Bridge, Dunster House, Havard University, Cambridge, Boston, Massachusetts, America
    joe daniel price / Getty Images

    Start with a walk along the Charles River to take in the beauty of this historic neighborhood near downtown Boston. Enjoy a quiet stroll down Commonwealth Avenue, admiring the brownstones that dot this tree-lined street modeled after Paris’ Haussmann renovation. Continue south to shop along trendy Newbury and Boylston streets.  If you prefer a bit of guidance, ​free walking tours are available almost year-round.

  • 12 of 20

    Relax at Boston Common

    Fall Rain on Boston Common
    Gillian Henry / Getty Images

    The oldest city park in the United States—established 1634—the Boston Common consists of 50 acres between Charles Street and Downtown Boston. Originally used to graze cattle, the Common is now the place for Bostonians to come to graze during a lunch break or a weekend picnic. The Common is also the beginning and end of the Freedom Trail, making it the perfect place to sit for a while after walking it.

     

     

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  • 13 of 20

    Take in the History of the Boston Public Library

    Facade of a building, Boston Public Library, Boston, Massachusetts, USA
    Glowimages / Getty Images

    While a trip to a public library may not rank highly on everyone’s vacation to-do list, the Boston Public Library is a must-see for visitors thanks to its many prominent murals, huge reading rooms, and Italian Renaissance-inspired interior courtyard complete with fountains and arched pathways. The library also hosts unique, free events throughout the year, ranging from readings to theater performances. 

     

  • 14 of 20

    Relive the 1960s at the John F. Kennedy Presidential Library and Museum

    JFK Library, Boston, Massachusetts, USA
    Andrew Gunners / Getty Images

    President John F. Kennedy's library and museum offers a glimpse into the 1960s and a chance to experience the life of the president firsthand. While Kennedy only spent a thousand days in office, the museum is home to more than 20 multimedia exhibits and period settings from the White House. I.M. Pei designed the memorial, which sits on a 10-acre waterfront site on Columbia Point. From there, you can see Boston's skyline and nearby Harbor Islands. 

  • 15 of 20

    See Ballet at the Boston Opera House

    Boston Opera House

     Getty Images

    Initially built in 1928 as a movie palace, the Boston Opera House reopened in its current form in 1980. Home to the Boston Ballet, the ornate theatre is also the place to catch touring Broadway shows as well as their annual production of The Nutcracker each holiday season. 

  • 16 of 20

    Catch a Celtics Game at TD Garden

    TD Garden home arena for the Boston Bruins and Boston Celtics
    DenisTangneyJr / Getty Images

    For the true sports fanatic, consider an afternoon Red Sox game at Fenway and then head over to TD Garden at night to catch a Celtics game. The stadium is located about three miles from Fenway in Boston’s West End. If the NBA season isn’t in full swing yet, the Garden hosts concerts year-long.

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  • 17 of 20

    Hover Over Boston Harbor at the Institute for Contemporary Art

    Institute for Contemporary Art

     Wikimedia Commons

    One of the best pieces at the Institute of Contemporary Art? The building itself. This South Boston museum is housed in a modern piece of glass architecture that contrasts the rest of Boston’s historic buildings. A highlight is the rear of the museum, a cantilevered glass expanse that hovers over Boston Harbor.

  • 18 of 20

    Visit the Prudential Skywalk

    Boston cityscape from the Skywalk Observatory of the Prudential Center
    Sen LI / Getty Images

    After the John Hancock building closed their observation deck as a result of the Sept. 11 terrorist attacks, the city of Boston lost their greatest view, but visitors and residents can now enjoy panoramic views from the city’s second tallest building, the Prudential Center, located in Back Bay. Don’t worry if you don’t know every Boston hotspot; the Skywalk provides headphones to listen to a free audio tour about sights as well as Boston history and culture as you walk around. In addition, telescopes are available to enhance your Boston sightseeing experience.

  • 19 of 20

    Support Local Productions at Huntington Theatre

    Huntington Theatre

     Wikimedia Commons

    Boston’s leading professional theatre since 1982, the Huntington theatre has won multiple Tony awards for "Best Regional Theater." In the years since its inception, the Huntington has played to an audience of 3.5 million, and presented more than 200 plays—18 of which went on to Broadway or off-Broadway.

  • 20 of 20

    Have a Toast at "Cheers"

    Cheers sign outside the Bull and Finch bar Boston
    SoopySue / Getty Images

    Famous as the inspiration for the television show Cheers, the former Bull & Finch Pub, now officially known as Cheers Boston, is located in Boston's Beacon Hill District. It's definitely a tourist trap with souvenirs galore for sale and overpriced pub food, but it's still one of those places that fans of the show make a beeline for when they're in Boston. There's a second replica of TV's most famous bar now, too, at Faneuil Hall Marketplace.