Park · Mount Greylock State Reservation, Massachusetts

Best hikes in Mount Greylock State Reservation

The 30 best of 40 trails in Mount Greylock State Reservation, Massachusetts, ranked by route quality.

Trails
40
Easy
18
Moderate
13
Hard
7
Expert
2

By activity

Common features

Top trails

  1. Rounds Rock - Jones Nose Loop Moderate · 3.1 mi (5 km) · Elevation Gain 505 ft (154 m) · 1 hr 15 min
  2. Cheshire Harbor Trail Easy · 1.6 mi (2.6 km) · Elevation Gain 489 ft (149 m) · 45 min
  3. Stony Ledge Moderate · 3.2 mi (5.1 km) · Elevation Gain 476 ft (145 m) · 1 hr 15 min
  4. Rounds Rock Trek Moderate · 5.5 mi (8.9 km) · Elevation Gain 650 ft (198 m) · 2 hr 5 min
  5. Wilbur’s Clearing to Summit Moderate · 4.9 mi (7.8 km) · Elevation Gain 912 ft (278 m) · 2 hr
  6. Thoreau’s Footsteps Expert · 14.4 mi (23.1 km) · Elevation Gain 3,645 ft (1,111 m) · 6 hr 30 min
  7. Mount Prospect Trail Hard · 3.6 mi (5.8 km) · Elevation Gain 1,417 ft (432 m) · 1 hr 55 min
  8. Overlook Trail Moderate · 3.8 mi (6.1 km) · Elevation Gain 860 ft (262 m) · 1 hr 40 min
  9. Deer Hill Trail Moderate · 2 mi (3.1 km) · Elevation Gain 1,129 ft (344 m) · 1 hr 10 min
  10. Thunderbolt Ski Trail Hard · 3.3 mi (5.3 km) · Elevation Gain 1,886 ft (575 m) · 2 hr
  11. Ragged mtn path Moderate · 2.1 mi (3.4 km) · Elevation Gain 1,056 ft (322 m) · 1 hr 15 min
  12. Jones Nose Trail Moderate · 2.2 mi (3.5 km) · Elevation Gain 856 ft (261 m) · 1 hr 10 min
  13. Silver Fox Trail Moderate · 2.8 mi (4.5 km) · Elevation Gain 955 ft (291 m) · 1 hr 25 min
  14. Bradley Farm Trail Easy · 2.1 mi (3.4 km) · Elevation Gain 420 ft (128 m) · 55 min
  15. Haley Farm Trail Moderate · 3.5 mi (5.6 km) · Elevation Gain 1,309 ft (399 m) · 1 hr 50 min
  16. Gould Trail Hard · 6 mi (9.6 km) · Elevation Gain 1,916 ft (584 m) · 2 hr 55 min
  17. Hopper Trail Hard · 4.4 mi (7.1 km) · Elevation Gain 1,257 ft (383 m) · 2 hr 5 min
  18. Campground Trail Easy · 1.8 mi (2.9 km) · Elevation Gain 190 ft (58 m) · 40 min
  19. Cheshire Harbor Trail Hard · 5.1 mi (8.1 km) · Elevation Gain 1,549 ft (472 m) · 2 hr 25 min
  20. Money Brook Trail Hard · 6 mi (9.7 km) · Elevation Gain 1,667 ft (508 m) · 2 hr 50 min
  21. CCC Dynamite Trail Easy · 2.9 mi (4.6 km) · Elevation Gain 180 ft (55 m) · 1 hr
  22. Stage Trail Easy · 1.4 mi (2.3 km) · Elevation Gain 115 ft (35 m) · 30 min
  23. Stony Ledge Ski Trail Moderate · 3 mi (4.8 km) · Elevation Gain 1,250 ft (381 m) · 1 hr 35 min
  24. Thunderbolt Ski Trail Easy · 2 mi (3.2 km) · 40 min
  25. Hopper Trail Easy · 1.6 mi (2.6 km) · Elevation Gain 367 ft (112 m) · 40 min
  26. Mount Greylock Scenic Byway Expert · 15.6 mi (25.1 km) · Elevation Gain 2,552 ft (778 m) · 6 hr 20 min
  27. Rounds Rock Trail Easy · 1.2 mi (1.9 km) · Elevation Gain 184 ft (56 m) · 30 min
  28. March Cataract Trail Easy · 1 mi (1.7 km) · Elevation Gain 289 ft (88 m) · 30 min
  29. Woodason Spring Trail Hard · 6.7 mi (10.7 km) · Elevation Gain 860 ft (262 m) · 2 hr 35 min
  30. Sugarloaf Trail Easy · 1.6 mi (2.5 km) · Elevation Gain 249 ft (76 m) · 40 min

See all trails near Mount Greylock State Reservation

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GoTrails · Route data: © OpenStreetMap