Winthrop Hill–Taylor Mountain, 4 summits
5.5 mi · ▲ 364 ft · 2 hr 1 min
Winthrop Hill–Taylor Mountain, 4 summits is a 5.5-mile out-and-back in Middlesex Fells Reservation near Medford, MA. The route passes South Reservoir, Dark Hollow Pond and Winthrop Hill before reaching Taylor Mountain at the turnaround, 2.5 miles in. It climbs 364 ft and is mostly dirt. It scores 0/100 on the Ambleway Wildness scale: paved and peopled.
Elevation
Getting there
Directions
Winthrop Hill–Taylor Mountain, 4 summits
5.5 mi · ▲ 364 ft · 2 hr 1 min
Elevation 46–279 ft
Out & Back · Middlesex Fells Reservation
Trailhead: 42.42557, -71.11572
Weather Aug 4: Heavy rain, high 77°F / low 69° · precip 81% · wind 7 mph · sunrise 5:39 AM · sunset 8:03 PM
Transit-accessible: High St @ Rural Ave - Winthrop Circle stop 497 m from the trailhead
- Start at the trailhead, heading E.
- 0.3 miBear right, heading NW.
- 250 ftBear left, heading N.
- 250 ftTurn right, heading NW.
- 0.1 miBear right, heading NW.
- 0.2 miTurn right onto Ram's Head Road, heading NW.
- 0.1 miBear right, heading N.
- 150 ftTurn right, heading N.
- 50 ftTurn left, heading N.
- 500 ftBear right, heading E.
- 300 ftTurn left onto Middle Road, heading N.
- 0.2 miPass South Reservoir.
- 300 ftTurn right onto Brooks Road, heading N.
- 0.3 miTurn left onto Reservoir Trail, heading NE.
- 50 ftBear right onto Brooks Road, heading NE.
- 0.1 miBear left, heading NE.
- 0.3 miTurn left, heading NE.
- 250 ftBear right, heading N.
- 0.1 miBear left, heading NE.
- 0.1 miTurn right, heading NW.
- 0.1 miPass Dark Hollow Pond.
- 150 ftTurn left onto Bear Hill Road, heading N.
- 50 ftTurn left, heading N.
- 50 ftTurn right, heading N.
- 450 ftPass Winthrop Hill.
- 100 ftPass Taylor Mountain.
- 150 ftTurn right onto Unofficial Trail, heading NW.
- 300 ftTurn left onto Bear Hill Road, heading N.
- 0.2 miReach Winthrop Hill, then turn around and head back the way you came.
- 0.2 miTurn right onto Unofficial Trail, heading NE.
- 300 ftTurn left, heading NE.
- 0.1 miTurn left, heading N.
- 50 ftTurn right onto Bear Hill Road, heading NE.
- 50 ftTurn right, heading NE.
- 0.1 miTurn left, heading S.
- 0.1 miBear right, heading S.
- 0.1 miBear left, heading SE.
- 250 ftTurn right, heading S.
- 0.2 miBear right onto Brooks Road, heading SE.
- 0.1 miBear left onto Reservoir Trail, heading S.
- 50 ftTurn right onto Brooks Road, heading S.
- 0.3 miTurn left onto Middle Road, heading S.
- 0.3 miTurn right, heading SW.
- 300 ftBear left, heading W.
- 500 ftTurn right, heading S.
- 50 ftTurn left, heading S.
- 150 ftBear left onto Ram's Head Road, heading S.
- 0.1 miTurn left, heading SW.
- 0.2 miBear left, heading S.
- 0.1 miTurn left, heading S.
- 300 ftBear right, heading S.
- 250 ftBear left, heading W.
- 0.2 miArrive 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
Good to know
- Transit-accessible: High St @ Rural Ave - Winthrop Circle stop 497 m from the trailhead
Other ways to reach this destination
More from this trailhead
- Ram's Head Road 2.3 mi · ▲ 110 ft
- Whitmore Brook Road 2.8 mi · ▲ 195 ft
- Ram's Head Road 2.8 mi · ▲ 144 ft
- Ram's Head Road 2.9 mi · ▲ 201 ft
- Gerry Hill & South Reservoir via Ram's Head Road 3.8 mi · ▲ 193 ft
- South Reservoir–Nanepashemet Road, 4 sights 5 mi · ▲ 344 ft
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