Flagstaff Hill at Boston Common: Historic Family Sledding Beneath the Soldiers Monument

About this adventure

Located right in the center of Boston Common beneath the historic Soldiers and Sailors Monument, Flagstaff Hill is downtown Boston's premier winter sledding spot. On snow days, families with sleds, saucers, and snow tubes gather on the hill for fast runs that send kids gliding out onto the broad Common lawns. The hill features varied grades: gentle, rolling inclines on the upper slopes are perfect for toddlers and preschoolers, while the steeper western descent towards Charles Street provides thrilling speed for older kids. Located right next to the Frog Pond ice rink and cafe, families can pair sledding with ice skating and warm hot cocoa.