Middlesex Fells Reservation

Bear Hill–Winthrop Hill Loop, 5 summits

1.2 mi · ▲ 173 ft · 29 min

Bear Hill–Winthrop Hill Loop, 5 summits is a 1.2-mile loop in Middlesex Fells Reservation near Stoneham, MA. The route passes Winthrop Hill, Taylor Mountain and Bear Hill. It is mostly level, with 173 ft of elevation gain. It scores 0/100 on the Ambleway Wildness scale: paved and peopled.

Elevation

0 mi157 – 308 ft · steepest grade: 26%1.4 mi

Getting there

Trailhead: Dike Road 42.46832, -71.10744
Nearest town Stoneham, MA

Directions

AMBLEWAYwww.ambleway.com

Bear Hill–Winthrop Hill Loop, 5 summits

1.2 mi · ▲ 173 ft · 29 min

Elevation 157–308 ft

Loop · Middlesex Fells Reservation

Trailhead: Dike Road · 42.46832, -71.10744

Weather Sep 20: sunrise 6:30 AM · sunset 6:47 PM

Transit-accessible: Main St @ Graystone Rd stop 587 m from the trailhead · Parking lot at the trailhead

  1. Start on Dike Road, heading SW.
  2. 0.2 miTurn left onto Reservoir Trail, heading SE.
  3. 0.3 miTurn left, heading W.
  4. 0.2 miPass Winthrop Hill.
  5. 50 ftTurn left onto Unofficial Trail, heading S.
  6. 50 ftPass Taylor Mountain.
  7. 250 ftTurn left onto Bear Hill Road, heading S.
  8. 0.3 miBear left onto Unofficial Trail, heading N.
  9. 50 ftBear right onto Bear Hill Road, heading N.
  10. 50 ftPass Bear Hill.
  11. 0.2 miTurn right onto Dike Road, heading N.
  12. 150 ftThe loop closes back at the trailhead.

Each distance is the walk from the previous step. Tap a step for a map of its junction.

Trail surface

32% dirt68% unspecified

Weather

Sunrise 6:30 AMSunset 6:47 PM

Good to know

  • Transit-accessible: Main St @ Graystone Rd stop 587 m from the trailhead
  • Parking lot at the trailhead

Other ways to reach this destination

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