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Best hikes in Massachusetts

The 30 best of 4,061 trails in Massachusetts, ranked by route quality.

Trails
4,061
Easy
3,570
Moderate
287
Hard
135
Expert
69

By activity

Common features

Top trails

  1. Rock Circuit Trail Moderate · 4 mi (6.4 km) · Elevation Gain 354 ft (108 m) · 1 hr 30 min · Middlesex Fells Reservation
  2. Skyline Trail Hard · 7.3 mi (11.8 km) · Elevation Gain 846 ft (258 m) · 2 hr 45 min · Middlesex Fells Reservation
  3. Plymouth Sea to Shining Sea Trail Easy · 9.1 mi (14.7 km) · Elevation Gain 135 ft (41 m) · 3 hr · Jenny Pond Park
  4. Hickey and Peeskawso Loop Moderate · 2.4 mi (3.8 km) · Elevation Gain 643 ft (196 m) · 1 hr 5 min · Monument Mountain Reservation
  5. Punkatasset Estabrook Loop Moderate · 5.4 mi (8.7 km) · Elevation Gain 515 ft (157 m) · 2 hr · Estabrook Woods
  6. Bct 10 Hard · 12.8 mi (20.6 km) · Elevation Gain 696 ft (212 m) · 4 hr 30 min · Moose Hill Wildlife Sanctuary
  7. Mahican-Mohawk Trail (M-M) Expert · 10.8 mi (17.3 km) · Elevation Gain 2,530 ft (771 m) · 4 hr 45 min · Mohawk Trail State Forest
  8. Rounds Rock - Jones Nose Loop Moderate · 3.1 mi (5 km) · Elevation Gain 505 ft (154 m) · 1 hr 15 min · Mount Greylock State Reservation
  9. Indian Trail Moderate · 1.5 mi (2.4 km) · Elevation Gain 912 ft (278 m) · 55 min · Mohawk Trail State Forest
  10. Wapack Trail Hard · 6.6 mi (10.6 km) · Elevation Gain 1,270 ft (387 m) · 2 hr 45 min · Ashburnham State Forest
  11. Mountain House Trail Moderate · 1.7 mi (2.8 km) · Elevation Gain 761 ft (232 m) · 55 min · Wachusett Mountain State Reservation
  12. Skyline Trail Expert · 14.8 mi (23.8 km) · Elevation Gain 3,209 ft (978 m) · 6 hr 25 min · Blue Hills Reservation
  13. Cat Rock Loop Easy · 2.6 mi (4.1 km) · Elevation Gain 220 ft (67 m) · 55 min · Cat Rock / 80 Acres Conservation Area
  14. Mount Frissell Moderate · 3.6 mi (5.9 km) · Elevation Gain 1,178 ft (359 m) · 1 hr 45 min · Mount Washington State Forest
  15. Hoosic Ridge Trail Moderate · 4.9 mi (7.9 km) · Elevation Gain 810 ft (247 m) · 2 hr · Hoosac Range
  16. Mount Misery Round Trip Easy · 1.6 mi (2.6 km) · Elevation Gain 154 ft (47 m) · 35 min · Mount Misery Conservation Area
  17. Keystone Arch Bridges Trail Moderate · 4.4 mi (7.1 km) · Elevation Gain 456 ft (139 m) · 1 hr 40 min · Walnut Hill Wildlife Management Area
  18. Whipple Hill Locke Farm Loop Easy · 3.3 mi (5.2 km) · Elevation Gain 322 ft (98 m) · 1 hr 15 min · Whipple Hill
  19. Pond Loop Easy · 2.6 mi (4.2 km) · Elevation Gain 52 ft (16 m) · 55 min · North Hill Marsh Sanctuary
  20. Quansett Trail Easy · 5.6 mi (9 km) · Elevation Gain 131 ft (40 m) · 1 hr 55 min · Allens Pond Wildlife Sanctuary
  21. Nauset Marsh Trail Easy · 2.2 mi (3.6 km) · Elevation Gain 43 ft (13 m) · 45 min · Cape Cod National Seashore
  22. Favorite Audubon Trail Easy · 1.4 mi (2.2 km) · Elevation Gain 23 ft (7 m) · 30 min · Mass Audubon Wellfleet Bay Wildlife Sanctuary
  23. BCT Section 14 Hard · 13.4 mi (21.6 km) · Elevation Gain 423 ft (129 m) · 4 hr 30 min · Ashdod Forest
  24. Cross Fells Trail Hard · 9.3 mi (14.9 km) · Elevation Gain 922 ft (281 m) · 3 hr 25 min · Middlesex Fells Reservation
  25. Fort Hill Trail Easy · 1 mi (1.7 km) · Elevation Gain 39 ft (12 m) · 20 min · Cape Cod National Seashore
  26. Yellow Loop Easy · 2.3 mi (3.7 km) · Elevation Gain 184 ft (56 m) · 50 min · Weir Hill Reservation
  27. Charcol Trail Easy · 1.7 mi (2.7 km) · Elevation Gain 492 ft (150 m) · 50 min · Yokun South Ridge Reserve
  28. ALD ACROSS Lexington Route D Moderate · 6.4 mi (10.3 km) · Elevation Gain 233 ft (71 m) · 2 hr 10 min · Arlington's Great Meadows
  29. Ken Cuddeback Trail Easy · 5.2 mi (8.4 km) · Elevation Gain 174 ft (53 m) · 1 hr 45 min · Brickyard Conservation Area
  30. White Trail Hard · 13.1 mi (21.1 km) · Elevation Gain 919 ft (280 m) · 4 hr 40 min · Sherborn Town Forest

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Parks in Massachusetts

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