Hillside Pond via North Skyline Trail
3 mi · ▲ 622 ft · 1 hr 19 min
Hillside Pond via North Skyline Trail is a 3-mile out-and-back in Blue Hills Reservation near Camp Sayre, MA. The route reaches Hillside Pond. It climbs 622 ft, with sections as steep as 26% grade. It scores 0/100 on the Ambleway Wildness scale: paved and peopled.
Elevation
0 mi108 – 430 ft · steepest grade: 26%3.8 mi
Getting there
Trailhead: Unnamed 42.22023, -71.09173
Nearest town Camp Sayre, MA
Directions
AMBLEWAYwww.ambleway.com
Hillside Pond via North Skyline Trail
3 mi · ▲ 622 ft · 1 hr 19 min
Elevation 107–431 ft
Out & Back · Blue Hills Reservation
Trailhead: 42.22023, -71.09173
Weather Sep 20: sunrise 6:30 AM · sunset 6:47 PM
Parking lot at the trailhead
- Start at the trailhead, heading NW.
- 50 ftTurn left, heading W.
- 150 ftTurn left, heading S.
- 0.3 miTurn left onto North Skyline Trail, heading S.
- 0.1 miBear left, heading S.
- 100 ftBear left, heading SE.
- 350 ftTurn left, heading E.
- 50 ftTurn right, heading E.
- 50 ftBear left, heading E.
- 0.2 miPass Hillside Pond.
- 350 ftBear right, heading NE.
- 0.2 miTurn left onto Dark Hollow Path, heading E.
- 50 ftBear left, heading E.
- 250 ftBear left, heading SE.
- 0.4 miSharp left, heading NW.
- 0.1 miReach Hillside Pond, then turn around and head back the way you came.
- 0.1 miSharp right, heading W.
- 0.4 miBear right, heading SE.
- 250 ftTurn right, heading SE.
- 0.2 miBear left, heading SE.
- 0.3 miBear right, heading W.
- 50 ftTurn left, heading W.
- 50 ftTurn right, heading W.
- 400 ftBear right, heading NW.
- 50 ftBear right, heading NW.
- 50 ftContinue straight onto North Skyline Trail, heading NW.
- 500 ftTurn right, heading W.
- 0.3 miTurn right, heading SW.
- 200 ftTurn right, heading SW.
- 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
35% dirt1% gravel64% unspecified
Weather
Sunrise 6:30 AMSunset 6:47 PM
Good to know
- Parking lot at the trailhead
Other ways to reach this destination
More from this trailhead
- The Crags–Hillside Pond, 4 lakes 7.5 mi · ▲ 751 ft
- Boyce Hill & Hillside Pond via Dark Hollow Path 2.1 mi · ▲ 300 ft
- ice pond & Chestnut Run Path 2.1 mi · ▲ 260 ft
- Hemenway Hill–Jeffries Trail, 3 sights 2.8 mi · ▲ 600 ft
- Skyline Viewpoint–Hillside Pond, 3 sights 3.4 mi · ▲ 528 ft
- Hancock Hill–Houghton's Pond Loop, 4 beaches 1.9 mi · ▲ 525 ft
Get outside more
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Hikes near Camp Sayre, Massachusetts