10 Things To Do This Weekend In Boston - Updated 2023


The capital city and most populous municipality of United States, Boston is one of the oldest cities in the country. Its rich history attracts many tourists, with Faneuil Hall alone drawing more than 20 million visitors per year. Sometimes known as the “City of Neighbourhoods” because of its many diverse subsections, the city is home to many prominent landmarks, such as the Boston Public Library, Christian Science Center, Copley Square, Newbury Street and New England’s two tallest buildings: the John Hancock Tower and the Prudential Center. Making a trip to Boston over the weekend? Add these attractions to your to-do-list!

1. Guided bike tour of Boston (from USD 68.0)

Discover Boston’s best attractions on this comprehensive guided bike tour around the city. Witness the charm and unique character of each site up close and personal, from the picturesque brownstones in Back Bay to the South End. Or, take a ride along the Freedom Trail, a significant location in the history of United States. The tour takes place over a span of two hours and 30 minutes, featuring many famous sites and uncovered beautiful spots. A classic tour priced from just 57.75 USD, this is your best guide to learning more about Boston’s history.

Boston Bike Tour with Guide, including North End, Copley Sq.

Duration: 2 hours 30 minutes

427 reviews

2. Boston movie mile walking tour (from USD 36.0)

Are you a fan of Boston-based TV shows? Then this is the activity for you! A 90-minute walking tour of Boston Common and Beacon Hill brings you through the bar where ‘Cheers’ gained recognition and more than 30 filming locations for popular TV and film, including ‘Good Will Hunting’! You will make a stop at one of Jack Nicholson’s mob hangouts from “The Departed”, too. From just 25 USD, don’t miss out on this great deal!

Boston Movie Mile Walking Tour (On Location Tours)

Duration: 1 hour 30 minutes

101 reviews

3. North End neighbourhood food tour (from USD 100.0)

A five-time TripAdvisor Certificate of Excellence winner, the Boston Food Tour focuses on award-winning, mouthwatering cuisine and on educating visitors on the culinary history of Boston. From James Beard Award winners to food institutions, the tour will cover some of the city’s must-visit neighbourhoods.

What’s more? This three hour and 15-minute tour will end with a full pasta dinner, with guests enjoying three of Boston’s signature dishes – pizza, sandwiches and bread. A visit to an Old World salumeria, which was recently featured on the Travel Channel’s “Zimmern’s Bucket List” is in order, as well! Prices start from 88 USD and, for such a huge variety of cuisine, including a cannoli, that’s pretty great value for money!

Public North End Neighborhood Tour

Duration: 3 hours

68 reviews

4. Copley Square to downtown Boston - Freedom Trail walking tour (from USD 45.0)

Embark on an adventure along the picturesque, historic streets and prominent landmarks of Boston on this two-hour tour. From the Back Bay to Beacon Hill, the tour also covers downtown portions of the Freedom Trail. This tour includes a comprehensive explanation of Boston’s history and culture, featuring the Boston Public Garden, America’s battleground and more! From just 35 USD, this is the ideal tour for families!

Guided Walking Tour of Copley Square to Downtown Boston Freedom Trail

Duration: 2 hours

38 reviews

5. Ghosts and gravestones tour of Boston (from USD 43.89)

Discover Boston’s eerie history on this one and a half hour tour of the city’s ghostly locations. What does this tour feature? Be prepared to walk among the dead in burial grounds nearly 400 years old, listen to the scary ghost stories of the graveyard and look out for a ghostly encounter! Experience the dark side of Boston for yourself on this frightening, hair-raising journey.

Boston: 1.5-Hour Ghosts and Gravestones Tour

Duration: 1.5 hours

220 reviews

6. Public tour of MIT (from USD 22.0)

public tour of mit

Ranked as one of the world’s most prestigious universities, this public tour of MIT is hosted by one of the school’s charming students. Get the inside scoop on MIT’s vibrant history, rigorous culture and intriguing alumni from one of its very own. This walking tour serves to highlight the secrets of the school with stops at its most iconic sites. You’ll even learn about the world of ‘hacks’ – MIT’s version of pranks.

Check out the Green Building, where most of the cutting-edge experiments are conducted and the Great Dome, often lovingly referred to as the universe’s centre by students. Whether you’re a prospective parent or family on vacation, this 70-minute tour is undoubtedly the best way to see MIT.

Massachusetts Institute of Technology Public Tour

Duration: 70.0 minute

163 reviews
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7. Boston Beantown Trolley tour (from USD 40.0)

boston beantown trolley tour
Source: www.viator.com

Experience the beauty of Boston by hopping on the Beantown Trolley. This three-hour tour offers three photo stops, covering more than 125 points of interests along the way, including attractions like the Boston Common, Freedom Trail, Copley Square and more. Ticket prices start at 40 USD – a beautiful day well-spent in a beautiful city!

Boston Beantown Trolley Tour

Duration: 3 hours

94 reviews
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8. Bustling Back Bay pedicab tour (from USD 101.0)

An area full of bustling activity, Boston’s Back Bay is where the chic and new meets the opulence of the antiquated. Enjoy a leisurely tour of the Public Gardens and the world-famous Copley Square. Led by a local guide, the tour allows you to cycle past many amazing districts, including the Commonwealth Mall and Newbury Street. The 60-minute tour costs 95 USD, with many times available, throughout the day.

Bustling Back Bay Pedicab Tour

Duration: 1 hour

1 review
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9. Back Bay wine tasting and walking tour (from USD 100.0)

Experience the best of Boston’s burgeoning wine scene on this two-hour wine tasting tour at one of Back Bay’s finest restaurants. Stroll through Boston’s historic Back Bay and learn more about wine history, as you pair delectable food and wine. With prices starting from 70 USD, the tour is kept small and limited to 12 people, to ensure an intimate experience – fastest fingers first!

Boston Back Bay 2-Hour Wine Tasting and Walking Tour

Duration: 2 hours

19 reviews

10. Boston’s Legoland Discovery Center admission ticket (from USD 25.0)

Located in Somerville, Boston, Legoland is the best spot to bring your kids. Spend the day exploring multiple attractions at the LEGO Factory and challenge yourself to LEGO rides, such as Merlin’s Apprentice. See Boston’s iconic structures made from LEGO bricks or construct a LEGO building that can withstand an earthquake – not only is it fun, it’s informative, as well! Pedal a magic bike at Merlin’s Apprentice, take a chariot ride through Kingdom Quest Laser Rider or let the little ones loose in the soft play areas. From just 23 USD, Legoland is truly a child’s dream come true!

Boston LEGOLAND Discovery Center Admission Ticket

Duration: 3 hours

Join in the fun and experience the time of your life in Boston

Be it rain or shine, the beautiful city of Boston has something for you! For those travelling with kids, head to the Boston Children’s Museum or the Museum of Science. Try the Museum of Fine Arts and the Boston Public Library, as well. Or, watch a game or concert at TD Garden, home to the Boston Celtics and Boston Bruins and frequent site of star-studded concerts. No matter what you have in mind, Boston’s got you covered!

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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A friend of dandelions and lover of books, Zoe truly believes that love makes the world go round. You will most likely spot her in bookstores or on planes, on her way to her next adventure!

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