AMBLEWAY Wildest hikes

Middlesex Fells Reservation

Winthrop Hill–Taylor Mountain, 4 summits

4.8 mi · ▲ 339 ft · 1 hr 46 min

Winthrop Hill–Taylor Mountain, 4 summits is a 4.8-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, 2.4 miles in. It climbs 339 ft and is mostly dirt. It scores 0/100 on the Ambleway Wildness scale: paved and peopled.

Elevation

0 mi62 – 279 ft5.7 mi

Getting there

Trailhead: Unnamed 42.42821, -71.11330
Nearest town Medford, MA
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Directions

AMBLEWAYwww.ambleway.com

Winthrop Hill–Taylor Mountain, 4 summits

4.8 mi · ▲ 339 ft · 1 hr 46 min

Elevation 62–279 ft

Out & Back · Middlesex Fells Reservation

Trailhead: 42.42821, -71.11330

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

  1. Start at the trailhead, heading W.
  2. 250 ftSharp right, heading N.
  3. 450 ftBear right, heading N.
  4. 250 ftBear left, heading NW.
  5. 300 ftTurn right, heading N.
  6. 0.1 miBear right, heading W.
  7. 0.2 miTurn right onto Ram's Head Road, heading NW.
  8. 0.1 miBear right, heading N.
  9. 100 ftTurn right, heading N.
  10. 50 ftTurn left, heading NE.
  11. 450 ftBear right, heading NE.
  12. 350 ftTurn left onto Middle Road, heading N.
  13. 0.2 miPass South Reservoir.
  14. 300 ftTurn right onto Brooks Road, heading N.
  15. 0.3 miTurn left onto Reservoir Trail, heading NE.
  16. 50 ftBear right onto Brooks Road, heading NE.
  17. 0.1 miBear left, heading NE.
  18. 0.3 miTurn left, heading N.
  19. 150 ftContinue straight onto Chandler Road, heading N.
  20. 100 ftSharp right, heading N.
  21. 50 ftTurn left, heading N.
  22. 0.1 miBear left, heading NE.
  23. 0.1 miTurn right, heading NW.
  24. 0.1 miPass Dark Hollow Pond.
  25. 150 ftTurn left onto Bear Hill Road, heading N.
  26. 50 ftTurn left, heading N.
  27. 50 ftTurn right, heading N.
  28. 0.1 miPass Taylor Mountain.
  29. 150 ftTurn right onto Unofficial Trail, heading NW.
  30. 100 ftReach Winthrop Hill, then turn around and head back the way you came.
  31. 50 ftTurn left, heading N.
  32. 0.1 miTurn left, heading NE.
  33. 50 ftTurn right onto Bear Hill Road, heading NW.
  34. 50 ftTurn right, heading NE.
  35. 0.1 miTurn left, heading N.
  36. 0.1 miBear right, heading N.
  37. 0.1 miTurn right, heading SE.
  38. 50 ftSharp left onto Chandler Road, heading SE.
  39. 250 ftTurn right, heading SW.
  40. 0.2 miBear right onto Brooks Road, heading S.
  41. 0.1 miBear left onto Reservoir Trail, heading S.
  42. 50 ftTurn right onto Brooks Road, heading S.
  43. 0.3 miTurn left onto Middle Road, heading S.
  44. 0.3 miTurn right, heading SW.
  45. 300 ftBear left, heading S.
  46. 500 ftTurn right, heading SW.
  47. 50 ftTurn left, heading SW.
  48. 150 ftBear left onto Ram's Head Road, heading SW.
  49. 0.1 miTurn left, heading SW.
  50. 0.2 miBear left, heading SW.
  51. 0.1 miTurn left, heading W.
  52. 300 ftBear right, heading SW.
  53. 250 ftBear left, heading S.
  54. 450 ftSharp left, heading W.
  55. 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 map, photos and weather for this hike: www.ambleway.com/hikes/winthrop-hill-taylor-mountain-out-back-3-summits-8-km-9a62

Trail surface

72% dirt1% paved27% unspecified

Weather

Sunrise 6:30 AMSunset 6:47 PM

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