Hancock Hill–Hillside Pond, 3 summits
9.2 mi · ▲ 1,060 ft · 3 hr 36 min
Hancock Hill–Hillside Pond, 3 summits is a 9.2-mile out-and-back in Blue Hills Reservation near East Milton, MA. The route passes Hillside Pond and Hancock Hill. It climbs 1,060 ft, with sections as steep as 33% grade. It scores 3/100 on the Ambleway Wildness scale: paved and peopled.
Elevation
Getting there
Directions
Hancock Hill–Hillside Pond, 3 summits
9.2 mi · ▲ 1,060 ft · 3 hr 36 min
Elevation 76–507 ft
Out & Back · Blue Hills Reservation
Trailhead: 42.24363, -71.05038
Weather Sep 20: sunrise 6:30 AM · sunset 6:47 PM
Parking lot at the trailhead
- Start at the trailhead, heading N.
- 50 ftTurn left, heading NW.
- 200 ftTurn right, heading W.
- 50 ftBear left, heading W.
- 0.3 miTurn right, heading NW.
- 250 ftBear right, heading NW.
- 0.4 miTurn left, heading W.
- 100 ftBear right, heading W.
- 0.5 miTurn right, heading SE.
- 100 ftTurn left, heading S.
- 0.2 miTurn left, heading S.
- 0.3 miSharp right onto Headquarters Path, heading E.
- 0.3 miBear left, heading S.
- 0.6 miTurn left onto Red Dot Loop, heading SW.
- 350 ftTurn right, heading SW.
- 0.4 miBear right, heading SW.
- 0.2 miBear right, heading SW.
- 400 ftBear right, heading W.
- 350 ftPass Hillside Pond.
- 200 ftBear right, heading SW.
- 50 ftBear left, heading SW.
- 0.1 miBear right onto Dark Hollow Path, heading SW.
- 50 ftTurn right, heading SW.
- 0.2 miBear left, heading W.
- 0.3 miBear right, heading NW.
- 50 ftTurn left, heading NW.
- 50 ftTurn right, heading NW.
- 400 ftBear right, heading W.
- 50 ftBear right, heading W.
- 50 ftContinue straight onto North Skyline Trail, heading W.
- 250 ftPass Hancock Hill.
- 0.2 miTurn right, heading SW.
- 0.2 miBear right onto Base Path, heading SW.
- 0.1 miReach Hancock Hill, then turn around and head back the way you came.
- 0.1 miBear left, heading NW.
- 0.2 miTurn left onto North Skyline Trail, heading NE.
- 0.2 miBear left, heading NE.
- 100 ftBear left, heading N.
- 400 ftTurn left, heading S.
- 50 ftTurn right, heading S.
- 50 ftBear left, heading S.
- 0.3 miBear right, heading SW.
- 0.2 miTurn left onto Dark Hollow Path, heading S.
- 50 ftBear left, heading S.
- 0.1 miBear right, heading S.
- 50 ftBear left, heading S.
- 0.1 miBear left, heading SE.
- 350 ftBear left, heading NE.
- 0.2 miBear left, heading NE.
- 0.4 miTurn left onto Red Dot Loop, heading SE.
- 350 ftTurn right, heading NE.
- 0.6 miBear left, heading NE.
- 50 ftBear right onto Headquarters Path, heading NE.
- 0.3 miSharp left, heading E.
- 0.3 miTurn right, heading NE.
- 0.2 miTurn right, heading NE.
- 100 ftTurn left, heading NE.
- 0.5 miBear left, heading N.
- 100 ftTurn right, heading N.
- 0.4 miBear left, heading NW.
- 250 ftTurn left, heading NE.
- 0.3 miBear right, heading NW.
- 50 ftTurn left, heading NW.
- 200 ftTurn right, heading NW.
- 50 ftArrive back at the trailhead.
Each distance is the walk from the previous step. Tap a step for a map of its junction.
Trail surface
Weather
Sunset
The best sunset spot on this hike is right at the trailhead, so there is no walk out. Be there by 6:27 PM to have the sun's last 20 minutes of sky before it sets at 6:47 PM. Your car is right there — dark at 7:15 PM.
Good to know
- Parking lot at the trailhead
Other ways to reach this destination
More from this trailhead
- Bouncing Brook Path–Headquarters Path, 3 sights 6.8 mi · ▲ 480 ft
- The Crags–Saint Moritz Pond, 4 lakes 6.7 mi · ▲ 571 ft
- Buck Hill Path & Headquarters Path 6.5 mi · ▲ 480 ft
- Headquarters Path 7.4 mi · ▲ 884 ft
- Headquarters Path 7.6 mi · ▲ 943 ft
- Headquarters Path 7.4 mi · ▲ 943 ft
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Hikes near East Milton, Massachusetts