Boston in winter is not subtle. It is cold, dark, and relentless. The food is what makes it worth it.

If you want a New Year’s Eve in Boston that feels big, polished, and unforgettable, there is no better place to be than Symphony Hall on December 31.

Winter in Boston is a whole vibe. Cozy lights, waterfront snow, warm cocktails, and endless places to explore with someone you actually like.

Winter in Boston has its own kind of charm. The colder months bring markets, lights, cozy restaurants, seasonal shows, and plenty of indoor spots to explore when you need a break from the weather.

Boston in December feels like a storybook and nothing captures that magic better than Holiday Pops at Symphony Hall.

Looking for the best places to grab a drink after work in Copley Square? This corner of Back Bay is packed with high-energy cocktail bars, sleek hotel lounges, and neighborhood favorites perfect for unwinding after a long day.

Get ready, Boston. One of the city’s most charming holiday traditions is back and it is already becoming one of the most searched winter events in town.

Lady Gaga is bringing pure chaos, art, and arena shaking energy to Boston in 2026 with The MAYHEM Ball at TD Garden. After a completely sold out first run, Gaga announced a second North American leg due to overwhelming demand. Boston is one of the biggest stops and fans are already scrambling to secure tickets.

Boston isn’t just a city. It’s a personality. A lifestyle. A whole survival skill set.

If you are looking for a powerful, beautifully acted musical in Boston this fall, Fun Home at The Huntington Theatre is the one to see.

Andrea Bocelli is returning to Boston for one spectacular night, and it is guaranteed to be one of the biggest concerts of the 2025 holiday season.

If you love holiday markets, cozy winter cocktails, and discovering handmade gifts from Boston makers, the SoWa Winter Festival 2025 is the South End event you cannot miss this season.

Boston is packed with experiences that locals love and visitors always search for.

Boston’s most glamorous Black Friday and Black Saturday tradition is back.

Every winter, the Seaport neighborhood flips a switch and becomes Snowport, a magical holiday playground filled with festive lights, pop-up markets, rooftop igloos, curling lanes, cocktails, ice sculptures, and even a celebrity yeti named Betty.

Get ready to lace up, bundle up, and jingle your way into the holidays. The Greg Hill Foundation’s Jingle All The Way 5K is back on Saturday, December 6, 2025 at 9 AM in the beautiful Boston Seaport.

If you’re looking for an amazing holiday night in Boston, this is it. A Christmas Carol Cocktail Experience has arrived with a dark Victorian twist, four holiday cocktails, and a fully immersive retelling of Dickens’ classic that will pull you straight into the spirits’ world.

The Huntington has launched a community focused holiday food drive in partnership with Haley House, one of Boston’s most respected nonprofits dedicated to food justice.

If you want to ring in 2026 in true Boston style, there is only one place to be. The Resolution Ball at the Westin Copley is the city’s largest, longest running, and most glamorous New Years Eve party.

Boston is officially in holiday mode and Kiss 108’s Jingle Ball 2025 is the crown jewel of the season. On December 14th, TD Garden transforms into a winter pop paradise with a lineup that is already making fans lose their minds.