Top 5 Things to Do in Boston in the Winter

For outdoorsy travelers, winter in Boston is no reason to stay inside. In fact, this may be the best time to visit. A snowy backdrop and brisk temperatures are simply an excuse to bundle up and enjoy all that the city has to offer.

For those looking for activities that shine when the snow starts to fall, read on for the top 5 things to do in Boston during the winter months. Pack your extra pair of mittens, don your warmest hat, and head out to enjoy winter in Boston! 

  • 01 of 08

    Ice Skating at the Boston Common Frog Pond

    Photo courtesy EandJsFilmCrew via Flickr Creative Commons

    There may be no more quintessential Boston winter experience than spending an afternoon ice skating on the Boston Common Frog Pond. Open daily during the winter (typically November through March), the Frog Pond has skate rentals, skating lessons, and even "skating seals" (really cute seal-shaped balance aids for skating newbies). And if you're thoroughly chilled, the on-site Frog Pond Café has warm-your-bones comfort food and drinks, including mac and cheese, soup, and hot chocolate.

  • 02 of 08

    Cross-Country Skiing, Snowshoeing at the Weston Ski Track

    Photo courtesy Charles River Reservation via Flickr Creative Commons

    Just 13 miles west of Boston, the Weston Ski Track has 15 kilometers of expertly groomed trails ready for cross-country skiers and snowshoers. They even light up the trails at night, so you can join fellow night owls (literal and figurative) for wintry explorations against the backdrop of a starry sky. 

  • 03 of 08

    Snowshoeing on the Esplanade, Boston Common, or just the city streets

    Photo courtesy Nonanet via Flickr Creative Commons

    After a big storm, there's (almost) no limit to where you can go snowshoeing in Boston. Head to the Esplanade for city and river views; other popular spots include the Boston Common, Public Garden, and Jamaica Pond. Don't have your own snowshoes? Check out local outfitters who rent both snowshoes and cross-country skis, then get moving. 


  • 04 of 08

    Sledding on Boston Common

    Photo courtesy Massachusetts Office of Travel and Tourism via Flickr Creative Commons

    Nothing makes me feel like a kid again than a good, old-fashioned sledding afternoon. After a big Boston snowstorm, you'll see locals and visitors alike making tracks for Flagstaff Hill on the Boston Common, where the winter sleds are as colorful and plentiful as summer kites. Want a (relatively) less-crowded spot? Boston Magazine has compiled their 21 favorite sledding spots in and around Boston, with other options including Alexander Kemp Playground in Cambridge, Marine Park in South Boston, and Titus Sparrow Park in the South End. 


    Continue to 5 of 8 below.
  • 05 of 08

    Snow Tubing in Amesbury

    Photo courtesy gGraphy via Flickr Creative Commons

    A thrilling snow tubing afternoon can be the best antidote to cabin fever. Head an hour north to Amesbury to New England Sports Park for a day of zipping down their gigantic hill at breathtaking speed. Admission covers a three-hour block of unlimited tubing, with blocks designated for early birds, afternoon visitors, and late-afternoon tubers. There's also an on-site pub with a rollicking stereo system that gets piped outdoors.

  • 06 of 08

    Visit Boston's Museums

    Boston Tea Party Ship & Museum

    If it's simply too cold out to enjoy the outdoors, head to one of Boston's popular museums. From the Boston Tea Party Ships and Museum and Children's Museum, to the Museum of Science and Institute of Contemporary Art, there is something for everyone.

  • 07 of 08

    Catch a Boston Celtics or Bruins Game

    Boston TD Garden

    'Tis the season for winter sports in Boston, especially when the teams are winning! Regardless of where they are in the season, the Boston Celtics and Boston Bruins are fun to watch at the TD Garden. 

  • 08 of 08

    Get an Aerial View of the City from the Skywalk Observatory

    Boston Aerial View

    The Skywalk Observatory is 50 floors up in the Prudential Building, offering awesome aerial views of Boston and beyond. During the winter months, you'll see snow-capped brownstones and the frozen Charles River. Just two floors up, you can also dine at Top of the Hub.