Melissa’s Blog

Melissa’s Blog

BOSTON - DECEMBER 4: Cecilia Rait pulls her children to a hill for sledding in a few inches of snow on the Boston Common December 4, 2005 in Boston, Massachusetts. Total accumulation is expected to be between one and three inches with high temperatures in the 30s. (Photo by Joe Raedle/Getty Images)

Massachusetts just had its first snow storm of 2024 dumping several inches of snow in cities and towns across the state. Actual precipitation numbers vary depending on which city or town you’re in. If you’re in the metro west area, Worcester for example, you received much more snow than Boston did. Worcester received 15 inches of snow while Boston only got 3 inches. Regardless of how much snow fell in your area, it still means you can enjoy a day of sledding with the kids (or even by yourself). Sledding is one of the favorite activities to do during and following big storms and we’ve scoured the internet AND asked our listeners about some of the best places to go sledding in Boston.

Along with asking our listeners, we also took into account this local dad’s opinion. His name is Ed Lyons and he actually visited 350 area parks with his kids in a span of a year. And after visiting all of these parks, he picked his top 5 places to go sledding. He takes into account the size of the hills, how crowded they are, even the view from the top of the hill before going down. And when it comes to our listeners’ experiences, we simply asked which areas in Boston had the best sledding.

A group of Massachusetts’ moms also got together to create “Community Kangaroo” which rates local sledding areas and has over 50 of them for every age and skill level. They also have sections on their site for other activities for kids so sledding is just a small portion of what they tackle.

Based on each resource, we’ve chosen the top 9 Boston area places you can take the kiddos this winter.

  • Larz Anderson Park in Brookline

    Located at 23 Newton St. in Brookline, this is a very popular hill to sled, possibly because of all the free parking. It is one of the only hills in Boston that received a red rating “intense thrill” from Community Kangaroo.

  • Jamaica Pond Park in Jamaica Plain

    The address is 507 Jamaicaway, Jamaica Plain.  Ed Lyons said to think about this hill as a halfpipe, but much less steep.  Also a very popular hill to sled after a storm. 

  • Thomas Park in South Boston

    Address: 95 G St, Boston, MA 02127.   If you live in Southie, you know about Thomas Park. This is the go to park in South Boston and has hills small enough for toddlers and kids new to sledding.

  • Millennium Park in West Roxbury

    Located at 300 Gardner St., West Roxbury, this sledding spot is a former landfill. A view of the Boston skyline is a treat for kids of all ages since they have hills of all sizes.

  • Flagstaff Hill in Boston

    Located at 139 Tremont Street Boston. Reason for this hill being popular is because it’s located near the frog pond right at the Boston Common. It’s described as a wide area and can accommodate a number of sledders.

  • Fallon Field in Roslindale

    Located at 910 South St., Roslindale, this location is different because it has double hills. There is also room enough for everyone so even if it gets really crowded, there is plenty of space for everyone.

  • President's Golf Course in Quincy

    This one was recommended by our listener Alyssa Dineen. Her exact words “holy hills!” Address: 357 W. Squantum St., Quincy. 

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