March 5, 2024

Winter Fun in Beantown: Things To Do in Boston This Winter

Boston’s reliable transit system operates regardless of weather conditions, ensuring residents and visitors alike can navigate the city even in winter’s chill. Whether you’re a native Bostonian, a newcomer, or a tourist, writer Melanie Carden says that discovering winter activities in Boston is as effortless as spotting a cherished Bruins jersey—provided you know where to explore.

1. Urban Wild’s Artsy Bowling – The bowling experience at Urban Wild is like falling down an artsy Alice in Wonderland rabbit hole, in bowling shoes, no less!
2. Lookout Rooftop Bar – Sip Cocktails in a Heated Rooftop Dome. Indulge in light bites, a Hot Toddy, Pumpkin Caramel Cider, or craft beer and cocktails.
3. Ice Skating and Events at the Rink 401 Park – Rent skates, take an IceFlow Yoga class, or just show up for the winter vibes.
4. Curling at The Liberty Hotel – Open on the weekends, the private patio at Boston’s famed revamped jail cell bar CLINK at The Liberty Hotel offers a winter curling experience. Curling is like a blend of shuffleboard and chess, but don’t worry; they provide all the instructions and even some tasty food and beverage add-ons.
5. Savor a Bowl of Clam Chowder at Union Oyster House – Notably, Union Oyster House is America’s oldest restaurant, established in 1826 and there’s nothing like piping hot bowl of proper Boston chowder there.
6. Treat Towers at Silver Dove Afternoon Tea – a cozy indulgence, especially when served by the tea connoisseurs at Silver Dove Afternoon Tea, where the treat towers are nearly as spectacular as the tea itself.
7. Visit One of Boston’s Most Famous Book Shops – Brattle Book Shop is one of the oldest bookstores in the United States. Whether looking for antiquarian collectibles or just the right decorated tomes for your mantle, the staff is always delighted to help visitors.
8. Hang Out at a Bar Devoted to the Joy of Ping Pong – The popular bar, SPIN Boston, offers 14 professional-level ping pong tables and a casual ambiance.
9. Tableside Cozy Carts – Woods Hill Pier 4 recently launched tableside cozy carts. Restaurant guests can elevate their dining experience with tableside fondue or personalized hot chocolate service.
10. Stay Warm With That Après Life at Deck 12 – Deck 12 at YOTEL Boston is leaning into the cold weather shenanigans with an all-out après-style bar, complete with ski lift chairs and plenty of ooey gooey cheese fondue.
11. Visit This Boston Speakeasy for $5 Tacos – Head over to Borrachito Taqueria & Spirits. Behind the huge freezer door, you’ll find a gorgeous little restaurant serving up $5 tacos, small plates, and craft cocktails with funky names like California Snowstorm.
12. Endless Arcade Games – The arcade bar Versus charges a $5 cover, which gives you access to all of their arcade, pinball, video consoles, and games like Giant Jenga.
13. Interactive Art Experience – A multi-sensory experience is just the thing to cure your cabin fever, and that’s the theme at Boston’s WNDR Museum.
14. Escape the Cold Weather at the Spa – The Spa at the Encore is the perfect winter hideaway with treatments like the Lomi Lomi Inspired Massage, Himalayan Hot Stones, and romantic Couple’s Balancing Massage,
15. Churros and Tapas – The food at Boqueria Seaport is sublime—a never-ending parade of some of the tastiest tapas in Boston.
16. Boston Symphony Orchestra – One of Boston’s most popular cultural experiences, the Boston Symphony Orchestra, offers a variety of discount ticket opportunities, ranging from selective seat discounts for patrons under 40 years old to last-minute ticket deals.
17. Put on a Flannel and Throw Axes – Head over to Urban Axes, where you can drink beer and throw axes. Your reservation begins with a quick lesson, plus it’s perfectly okay to bring in takeout food from outside vendors.
18. Visit Central Perk Coffeehouse – Calling all Friends fans, especially if your idea of a perfect winter outing in Boston is a cozy coffee hang with friends.
19. Sowa Vintage Market – Every Sunday, the SoWa neighborhood of Boston feels like a treasure hunt when SoWa Vintage Market rolls out fresh vintage finds.
20. Old School Movie Theater – Newly released movies are just the tip of the iceberg at Coolidge Corner Theater, where movie watching, cinematography, and community have been held in equal standing since 1933.
21. Flight Club Darts Bar – The electronic darts system at Flight Club cues up fun games and keeps score, so all you need to do is toss the darts until the spring flowers sprout up.
22. Tour of Taza Chocolate Factory – It’s one of Boston’s best tourist attractions and remains equally loved by locals because who doesn’t love chocolate?
23. Visit the Museum of Science – Boston’s Museum of Science is chock full of captivating exhibits, but the icing on the ol’ curiosity cake is their incredible Mugar Omni Theater.
24. Watch the Bruins on a Gigantic 40-Foot Screen – One of the 60 TVs at Banners Kitchen & Tap checks in at a whopping 40 feet, creating a fandom lair like no other.

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