From picturesque historical sites, colourful markets and interesting museums, there is plenty to do for a weekend in Boston. Whether it be summer or winter, Boston makes for a great weekend getaway. Read on for a list of the top things to do in Boston for your next trip to this historical and charming New England city.
Things to do in Boston
Boston’s Freedom Trail
The Freedom Trail Foundation in Boston covers 16 historic landmarks. It’s a must-see on any trip to Boston. The trail stretches over 4 kilometres of indoor and outdoor sites with some opportunities for guided tours along the way, eventually ending with the U.S. Constitution and the Bunker Hill Monument.
Another must-stop in Boston is the city’s State House. Another notable sight is the Park Street Church, where American abolitionist William Lloyd Garrison made one of the first public speeches that condemned slavery.
No trip to Boston is complete without a visit to the Faneuil Hall Marketplace. Making up the marketplace are the buildings of the Faneuil Hall, Quincy Market, the North Market and South Market. This area is near the Boston waterfront, and the cobblestone roads in this part of Boston make for some picturesque exploring. Here travellers can sample some local foods, and be sure to try the Clam Chowder Bread Bowl at Boston Chowda Co, the fried clams at Fisherman’s Net, and if you are in the mood for something sweet, the Faneuil Hall Marketplace also has a Magnolia Bakery on-site.
Things to do in Boston with Kids
Wondering about things to do in Boston with kids? Head over to New England Aquarium. The giant ocean tank at the aquarium has bonnethead sharks, sea turtles, stingrays and much more. You can also check out the penguin exhibit, jellyfish display, and the tropical fish gallery.

Boston Sports for Winter and Summer
A top choice of things to do in Boston is attending a Red Socks game at the iconic Fenway Park. There are numerous pubs around the park for drinks and snacks before and after the game. Landsdowne Pub has live music and often hosts open-mic nights. Bleacher Bar is another popular choice, which is located under the bleachers in Fenway Park, giving guests great views of centrefield!
When visiting in winter, the Boston Bruins are the city’s popular hockey team to go see. Games are played at Boston’s TD Garden from September until the spring months.
Image courtesy: Bill Damon, Flickr
Boston’s Top Museums
Boston’s Museum of Fine Arts (MFA) has more than 450,000 works of art, making it one of the largest collections in the world. Highlights of the MFA include Egyptian artifacts, European Art, Chinese paintings, and the Japanese Garden. We recommend spending the better part of the day here because there’s so much to see and absorb!
Soak up more arts and culture at Boston’s Isabella Stewart Gardner Museum, located just a short walk away from the MFA. Founded by Isabella Stewart Gardner, an American art collector and philanthropist, this museum has impressive art, a small library, and beautiful gardens on-site. Some notable pieces here are Rembrandt’s The Storm and the Sea of Galilee and The Rape of Europa by Titian.

Boston Restaurants: It’s all about the sub
With a large population of Italian immigrants, it’s not surprising that there’s no shortage of Italian bakeries and eateries in Boston. The top 3 rated restaurants on Trip Advisor are all Italian sub restaurants! Indulge in a homemade subway sandwich at Monica’s Mercato & Salumeria, Sam LaGrassa’s on Richmond Street and Salumeria Italiana in the North End. These restaurants have vegan and vegetarian options as well, so there’s something for everyone.
Boston Travel Tips
Be sure to pick up the Boston CityPASS for your trip. Travellers can get 45% off different sights in the city, including the New England Aquarium and Museum of Fine Arts.
Where to Stay
There are a variety of hotels for any type of traveller in Boston. Whether you are into something low-key, family-friendly or luxury, you can find it all using Skyscanner’s hotel search below and pick your perfect hotel for that weekend getaway to Boston.
Boston’s main airport is Boston Logan International Airport. There are cheap flights from Montreal, Toronto other Canadian cities. Bookmark our deals page for updates on weekly flight deals to the U.S. Book your trip to Boston with Skyscanner!
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