Sledding​ in Boston 2025-2026

With the first snowfalls, locals take their sledges out for a ride on Boston's hills. The best place to have fun in the city is the steep hill preceding Charles Street. The city's outskirts and surrounding towns present some more slopes suitable for sledging, namely Jamaica Pond, Peter's Hill found within Arnold Arboretum and President's Lawn around Somerville Tufts University. More hills can be found in Danehy Park in Cambridge, Brookline in Larz Anderson Park, Amory Park, and the somewhat extreme Corey Hill Outlook. Good sledging spots can also be found around Spy Pon​d Park in Arlington and Prospect Hill Park in Waltham—both offer fine sledging and great city scenery. The snowy season usually runs from December to March.