10+ Best Sledding Hills in Boston
When:
Saturday, Dec 20, 2025 9:00a -
Saturday, Feb 28, 2026 5:00p
Saturday, Dec 20, 2025 9:00a -
Saturday, Feb 28, 2026 5:00p
Where:
Boston
Surrounding areas
Boston, MA
Admission:
FREE
Categories:
Date Idea, Good for Groups, Kid Friendly, Sports & Active Life
Event website:
https://www.thebostoncalendar.com/
Last updated: Jan 1, 2026
We rounded up 12 places to go sledding around Boston this winter so you don't have to.
Where: Brookline
Pro tip: You can find various slopes throughout the park. (Photo by @mikenan1 on Flickr / CC 2.0)
2) Danehy Park
Where: North Cambridge
Pro tip: Danehy Park is the highest point in Cambridge and the best spot to sled in the city. (Photo by @essygie on Flickr / CC 2.0)
Where: Downtown
Pro tip: There is a steep hill that faces Charles Street which is ideal for sledding. (Photo by @masstravel on Flickr / CC 2.0)
Where: Jamaica Plain
Pro tip: The inverted hill at the Pinebank Promontory makes this spot a unique, fun, and safe place to go sledding. (Photo by @140979282@N02 / CC 2.0)
Where: Somerville/Medford
Pro tip: All are welcome to go sledding on the President’s Lawn.
Where: Arlington
Pro tip: The edges of the park have the steepest slopes.
Where: Waltham
Pro tip: If you're looking for a hill with great sledding and great views of the city, you've found the spot. (Photo by @brandeisgradoutdoors on Instagram)
Where: Brookline
Pro tip: Pro sledder only as the hill is steep and there are trees right at the bottom. (Photo by @txprice on Instagram)
9) Amory Park
Where: Brookline
Pro tip: Since the hills aren't the steepest, it's easy to go again and again and makes the perfect spot for kids. (Photo by @msandman on Flickr / CC 2.0)
10) Arnold Arboretum
Where: Jamaica Plain
Pro tip: Head to Peter’s Hill for the best slopes. (Photo by @ivan_herman on Flickr / CC 2.0)
Where: South End
Pro tip: A perfect place to spend a snow day in the city as the hills aren't as steep and there is plenty of space to make snowmen with the kiddos. (Photo by @friends_of_titus_sparrow_park on Instagram)
12) Cambridge's Timothy J. Toomey, Jr. Park
Where: Kendall Sq, Cambridge
Pro tip: That hill isn’t random—urban planners intentionally designed it as part of the park’s landscape so it doubles as a dedicated sledding hill when winter rolls in ❄️🛷
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