The Best Hiking Trails in Massachusetts

Most Popular Massachusetts Hiking Trails

We've ranked the best places to hike in Massachusetts using our unique hiking trail popularity algorithm that accounts for the average rating and number of reviews for a trail, the number of people who have hiked or wish they could hike at that hiking trail. Sign up for a free account and vote for your favorite hiking trails by submitting a trail review or creating a hiking wishlist today!

New! Find the best hiking trails by city:
Amherst (4), Oxford (3), West Barnstable (2), Duxbury (2), Mt. Washington (2), Great Barrington (2)

Rank Hiking Trail Location
1. Greenbriar Hodges DamOxford, Massachusetts
2. Mt. Greylock State ReservationLanesborough, Massachusetts
3. Great Esker ParkWeymouth, Massachusetts
4. Mystic River ReservationMedford, Somerville, Everett, Massachusetts
5. Charles River LoopBoston, Massachusetts
6. Cape Cod Rail TrailBrewster, Dennis, Eastham, Harwich, Orleans, Wellfleet, Massachusetts
7. Mt. Tom State ReservationHolyoke, Massachusetts
8. Halibut Point State ParkRockport, Massachusetts
9. Lynn Woods ReservationLynn, Massachusetts
10. Savoy Mountain State ForestFlorida, Massachusetts
11. Royalston FallsRoyalston, Massachusetts
12. Leominster State ForestPrinceton, Massachusetts
13. Middlesex Fells ReservationWinchester, Massachusetts
14. Belmont ConservationBelmont, Massachusetts
15. Nickerson State ParkBrewster, Massachusetts
16. Rock House ReservationWest Brookfield, Massachusetts
17. Myles Standish State ForestPlymouth, Massachusetts
18. Nasketucket Bay State ReservationMattapoisett, Massachusetts
19. Otter River State ForestBaldwinville, Massachusetts
20. Wachusett Mountain State ReservationPrinceton, Massachusetts
21. Whitehall State ParkHopkinton, Massachusetts
22. Appalachian Trail: MassachusettsSheffield, Massachusetts
23. Bald Hill ReservationBoxford, Massachusetts
24. Callahan State ParkFramingham, Massachusetts
25. Harold Parker State ForestAndover, Massachusetts
26. Bradley PalmerTopsfield, Massachusetts
27. West Barnstable Conservation AreaWest Barnstable, Massachusetts
28. Cape Cod CanalBuzzards Bay, Massachusetts
29. Batchlor Outer LoopAmherst, Massachusetts
30. Wells State ParkSturbridge, Massachusetts
31. Maudslay State ParkNewburyport, Massachusetts
32. Robinson state parkAgawam, Massachusetts
33. Vietnam TrailsMilford, Massachusetts
34. Adams FarmWalpole, Massachusetts
35. Beals Cove ParkHingham, Massachusetts
36. Cape Cod National SeashoreWellfleet, Massachusetts
37. Minute Man National Historical ParkConcord, Massachusetts
38. Saugus Iron Works National Historic SiteSaugus, Massachusetts
39. Douglas State ForestDouglas, Massachusetts
40. Beartown State ForestMonterey, Massachusetts
41. Elm Bank ReservationWellesley, Massachusetts
42. Erving State ForestErving, Massachusetts
43. Federated Womens Club State ForestPetersham, Massachusetts
44. Granville State ForestGranville, Massachusetts
45. Mt. Holyoke Range State ParkAmherst, Massachusetts
46. Mt. Sugarloaf State ReservationS Deerfield, Massachusetts
47. Norwottuck Rail TrailNorthampton, Massachusetts
48. Pearl Hill State ParkWest Townsend, Massachusetts
49. Rumney Marsh ReservationRevere, Saugus, Massachusetts
50. JA Skinner State ParkHadley, Massachusetts
51. South Cape Beach State ParkMashpee, Massachusetts
52. Southwest Corridor ParkJamaica Plain, Massachusetts
53. Waquoit Bay National Estuarine Research ReserveWaquoit, Massachusetts
54. Chicopee Memorial State ParkChicopee, Massachusetts
55. Wompatuck State ParkHingham, Massachusetts
56. Buffumville LakeOxford, Massachusetts
57. Knightville DamWestfield, Massachusetts
58. Hodges Village DamOxford, Massachusetts
59. Westville LakeFiskdale, Massachusetts
60. Weir HillNorth Andover, Massachusetts
61. Ward ReservationAndover, Massachusetts
62. Doyle ReservationLeominster, Massachusetts
63. Mt. Norwottuck and Horse CavesAmherst, Massachusetts
64. Bash Bish Falls State ParkBerkshire County, Massachusetts
65. Mt. Washington State ForestS Egremont, Massachusetts
66. Appalachian Trail 124: Jug End Road to US 7South Egremont, Massachusetts
67. Appalachian Trail 126: MA 23 to Tyringham Main RoadGreat Barrington, Massachusetts
68. Appalachian Trail 128: US 20 to Pittsfield RoadLee, Massachusetts
69. Appalachian Trail 129: Pittsfield Road to MA 8/9Washington, Massachusetts
70. Appalachian Trail 131: MA 8 to MA 2Cheshire, Massachusetts
71. Appalachian Trail 132: MA 2 to VT/MA LineNorth Adams, Massachusetts
72. Appalachian Trail 125: US 7 to MA 23 (Great Barrington)Great Barrington, Massachusetts
73. Appalachian Trail 127: Tyringham Main Road to US 20 (Lee, MA)Tyringham, Massachusetts
74. Appalachian Trail 130: MA 8/9 to MA 8 (Cheshire, MA)Dalton, Massachusetts
75. Rayburn TrailsMillbury, Massachusetts
76. Mt. PisgahNorthborough, Massachusetts
77. Bridge Creek WatershedWest Barnstable, Massachusetts
78. Breakheart ReservationSaugus, Massachusetts
79. Brimfield State ForestBrimfeild, Massachusetts
80. Mt. Everett State ReservationMt. Washington, Massachusetts
81. Walden Pond State ReservationConcord, Lincoln, Massachusetts
82. Jug End State Reservation & Wildlife Management AreaMt. Washington, Massachusetts
83. Agassiz Rock ParkManchester-by-the-Sea, Massachusetts
84. Needham Town ForestNeedham, Massachusetts
85. Willowdale ForestWenham, Massachusetts
86. Nobscot Mtn.Sudbury, Massachusetts
87. Land Locked ForestBoston, Massachusetts
88. Ames NowellAbington, Massachusetts
89. Amherst TrailAmherst, Massachusetts
90. DuxburyDuxbury, Massachusetts
91. Mill Pond Conservation AreaBurlington, Massachusetts
92. Massasoit State ParkTaunton, Massachusetts
93. Whitney And Thayer Woods/weir River FarmCohasset, Massachusetts
94. Cascade ParkWorcester, Massachusetts
95. Rocky WoodsMedfield, Massachusetts
96. Howe State ParkSpencer, Massachusetts
97. Great Brook State ParkCarlise, Massachusetts
98. Caryl ParkDover, Massachusetts
99. Prospect HillWaltham, Massachusetts
100. John Sherman PathDuxbury, Massachusetts