6 Fun Things to Do in Boston This Winter

Boston Skyline From Air

The Palmier family spend most of their free time getting out and about Boston. If it’s happening in Boston, we’ve been there. I’ve put together a list of my top favorite things to do in Boston during the winter to keep busy and enjoy yourself while you’re at it. To read more about me, what I do and what else I’m writing about click here.


There are 40 great hills in and around Boston which make perfect sledding terrain for young and old. If you’re lacking a sled, you can pick one up at any hardware store on the way. Here is a brief list of some of the Palmier family’s favorite spots:

  • Flagstaff Hill on Boston Common (near the baseball diamond)
  • Larz Anderson Park in Brookline (perfectly huge hills for the adventurous)
  • Spy Pond in Arlington
  • Prospect Hill Park in Waltham (great for long runs)
  • Seven Bump Hill in Malden
  • Borderland State Park in Easton/Sharon (behind the Ames Mansion)

Ice Skating

Boston boasts America’s oldest public park ice skating rink, Frog Pond in Boston Common and the Palmier’s have been going there for decades. During winter the rink is open between 10 AM and 9 PM (10-3:45 on Mondays). You can hire your skates here plus, they have skate sharpening, lockers and Bobby the Skating Seals – cute seal shaped skating aids for kids. If you’d like to sharpen your skills as well as your blades, they offer ice skating lessons for children and adults.

New England Boat Show

Held between February 13-21, this week-long event is the Northeast’s largest Boat Show. You’ll see powerboats and sailboats of all shapes and sizes, interactive displays and be able to enter giveaways and contests or attend seminars and information sessions. Located in the Boston Convention and Exhibition Center, there is plenty of parking and public transportation options to get you there. If you like to plan ahead, you can buy tickets in advance and even download the floorplan on their site.

Sports Museum

We Bostonians love our sport and what better way to celebrate it than indulging in a little local sport history? The Sports Museum celebrates the character of Boston sports which “make Boston the Greatest Sports City in America.” Check out the banners in the arena where the Bruins and the Celtics play, their replica old Boston Garden Theatre where you can watch highlights or the baseball that eventually took Tony Conigliaro out of the game for good.

Boston Restaurant Week

Dine Out Boston is held in March and is a great way to experience Boston’s best culinary talent. Lunch ranges from $15-$25 and dinner from $28-$38 and participating restaurants go out of their way to make sure diners get their money’s worth. The list of participating restaurants comes out in February and reservations are strongly recommended so be sure to book your favorites early. Not only is this a great way to support your local businesses, all participating restaurants donate a $100 certificate which is then auctioned off. All proceeds go directly to charity.

New England Aquarium

At least once a year, the Palmier family visits the New England Aquarium. A global leader in ocean exploration and marine conservation, the New England Aquarium feels just as exciting on the 20th visit as it does on the first which, is why they take in 1.3 million visitors a year. The Aquarium’s website has a section designed to help you plan your visit which covers current events, what’s on at their IMAX theatre, special programs and FAQ’s. Keep in mind that for some attractions you may need to book ahead so it’s worth checking out.

Daniel Palmier is a Real Estate Finance Executive, Boston native and lifelong Celtics fan. He is the founder and CEO of UC Funds and Director of the Palmier Foundation, an organization which supports local and international charities. To read more by Daniel Palmier, visit his blog.

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