Buck Hill Loop
A challenging 3.5-mile climb from Houghton’s Pond over Tucker Hill and Buck Hill on the Skyline Trail.

The Buck Hill Loop is a hard, rewarding climb from Houghton’s Pond. It joins the Skyline Trail over Tucker Hill and Buck Hill, where a rocky summit opens up one of the best panoramas in the Blue Hills.
Trailhead parking
Directions to Houghton’s Pond →DCR lists the Buck Hill Loop from Houghton’s Pond at about 3.5 miles, taking 2 to 3 hours.
The full loop is challenging. It climbs over Tucker Hill and Buck Hill on the Skyline Trail. For a shorter climb with kids, see our family hikes guide.
Houghton’s Pond Recreation Area, 840 Hillside Street, Milton. Start at the bulletin board.
A wide panorama over the reservation from a rocky summit.
Guided hikes
Our staff lead groups up Great Blue Hill, connecting the trail to the landscape, the climate record, and 141 years of daily observation. Every guided hike ends inside the Observatory.
Staff-led · By appointment, any day, year-round · Observatory tour included · From $250 per group, members save
Route details are based on the Massachusetts Department of Conservation and Recreation’s recommended Blue Hills hikes. Trails and markers change, so carry the DCR map and confirm conditions with DCR at 617-698-1802.
Great Blue Hill is the highest summit in the range. Climb it next and visit the Observatory on top.
Monthly Skymail, event announcements, and research summaries.
