Get us in your inbox

Search
Encore Boston Harbor
Photograph: Courtesy Encore Boston HarborEncore Boston Harbor

14 fun things to do in Boston

Looking for something fun to do in Boston? These Boston activities will put a smile on your face.

Written by
Gerrish Lopez
&
Time Out Boston Staff
Advertising

If anyone tells you Boston isn't a fun city, tell them they don't know what they're talking about. Sure, The Hub can't compete with the likes of Miami or Vegas when it comes to conventional fun, but the Boston area offers tons of fun activities and cool things to do that are sure to put a smile on your face, whatever you're into. If your primary concern is your wallet, check out our guides to the best free things to do in Boston. If you're a serious foodie, check out our list of the best restaurants in Boston, and if drinking's more your thing, you'll want to get acquainted with the best bars in Boston.

RECOMMENDED: Full guide to the best things to do in Boston

Fun things to do in Boston

Advertising
  • Bars
  • Breweries

You can sample a wide range of beers and share insight with fellow beer afficionados at the best craft beer bars in Boston, but there's something about getting a pint fresh from the source. Boston’s local brewers are making some of the best beers around, and spending time at these breweries is a must for beer lovers. Newer upstarts are gaining attention by incorporating innovative ingredients (local herbs, rare fruits), historic techniques and funky experiments, while old standbys like Sam Adams and Harpoon remain popular and worth a visit.

Advertising
  • Things to do
  • Event spaces
  • West End

While it’s not the original Boston Garden (a no-frills venue that hosted some of the most important cultural events in Boston history), the spirit of Boston sports runs deep throughout the venue. An assortment of fans—from intense locals whose season tickets go back decades to new-school supporters sporting the latest in merch and gear—scream and shout while supporting the Bruins or the Celtics.

  • Restaurants

Boston loves ice cream so much that it's still a popular treat in the dead of winter. The city has been a hotbed of ice cream innovation since the ’70s, when Steve Herrell began mixing Oreo shards into freshly churned batches in his (now-defunct) Somerville shop, Steve’s Ice Cream. Today, the best ice cream shops in Boston churn out classic flavors as well as innovative ones with unique ingredients like bay leaf, pumpkin, or whiskey.

Advertising
  • Bars

Of all the fantastic things to do in Boston, catching a game has got to be somewhere near the top of the list, whether it's hearing the roar of Red Sox fans at Fenway, braving the cold to cheer on the Patriots in Foxborough, or celebrating a Celtics or Bruins win at the Garden. If can't make it, these sports bars are the and the next best thing to being there. Good beer, lively company, and lots of screens make these bars a great alternative.

Advertising
Advertising
  • Things to do

Whether you want to go for broke and make like a high roller or have a good time without gambling, Encore Boston Harbor has what you're looking for. The mega-casino resort cost nearly $3 billion and includes 15 dining and lounge venues; 671 guest rooms and suites; 50,000 square feet of indoor and outdoor event space; an ultra-premium spa; and a four-season, six-acre Harborwalk, featuring pedestrian and bike paths, picnic park, gazebo, viewing decks, waterfront dining, and lush green space with magnificent floral displays. In other words, a Vegas-like experience minus the cross-country travel.

  • Restaurants
  • Pizza
  • Somerville
  • price 2 of 4

Candlepin bowling is a uniquely New England quirk—the pins are tall and much thinner than those of standard ten-pin, and balls are closer to softball-sized. For those seeking this social, group-friendly activity, the lovingly maintained Sacco’s Bowl Haven in Somerville (which dates back to 1939) is a local favorite. An eclectic mix waits for lanes to open up while nibbling on organic pizzas with eccentric toppings from Flatbread Company.

Advertising
  • Clubs

Some of America’s most popular contemporary comedians (e.g. Conan O’Brien, Amy Poehler, Denis Leary, Dane Cook) honed their craft in Greater Boston. In the Theater District, big name comedians hold court at a variety of venues. Spending your evening yucking it up is a great way to unwind and boost your mood.

  • Things to do
  • Walks and tours
  • Back Bay
  • price 3 of 4

Sure, it's touristy, but how can you not have fun quacking at pedestrians as you roll through the streets aboard a revamped, World War II-era amphibious vehicle manned by, yes, a "ConDUCKtour". The city’s most iconic tour lends both land and sea perspectives to Boston’s history and architecture, with sense of humor to spare.

Recommended
    You may also like
      Advertising