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), Boston (3), Saugus (2), West Barnstable (2), Hingham (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. Bald Hill ReservationBoxford, Massachusetts
23. Callahan State ParkFramingham, Massachusetts
24. Harold Parker State ForestAndover, Massachusetts
25. Bradley PalmerTopsfield, Massachusetts
26. West Barnstable Conservation AreaWest Barnstable, Massachusetts
27. Appalachian Trail: MassachusettsSheffield, 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. Knightville DamWestfield, Massachusetts
57. Hodges Village DamOxford, Massachusetts
58. Westville LakeFiskdale, Massachusetts
59. Weir HillNorth Andover, Massachusetts
60. Ward ReservationAndover, Massachusetts
61. Doyle ReservationLeominster, Massachusetts
62. Mt. Norwottuck and Horse CavesAmherst, Massachusetts
63. Bash Bish Falls State ParkBerkshire County, Massachusetts
64. Mt. Washington State ForestS Egremont, Massachusetts
65. Appalachian Trail 124: Jug End Road to US 7South Egremont, Massachusetts
66. Appalachian Trail 126: MA 23 to Tyringham Main RoadGreat Barrington, Massachusetts
67. Appalachian Trail 128: US 20 to Pittsfield RoadLee, Massachusetts
68. Appalachian Trail 129: Pittsfield Road to MA 8/9Washington, Massachusetts
69. Appalachian Trail 131: MA 8 to MA 2Cheshire, Massachusetts
70. Appalachian Trail 132: MA 2 to VT/MA LineNorth Adams, Massachusetts
71. Appalachian Trail 125: US 7 to MA 23 (Great Barrington)Great Barrington, Massachusetts
72. Appalachian Trail 127: Tyringham Main Road to US 20 (Lee, MA)Tyringham, Massachusetts
73. Appalachian Trail 130: MA 8/9 to MA 8 (Cheshire, MA)Dalton, Massachusetts
74. Rayburn TrailsMillbury, Massachusetts
75. Mt. PisgahNorthborough, Massachusetts
76. Bridge Creek WatershedWest Barnstable, Massachusetts
77. Breakheart ReservationSaugus, Massachusetts
78. Brimfield State ForestBrimfeild, Massachusetts
79. Mt. Everett State ReservationMt. Washington, Massachusetts
80. Walden Pond State ReservationConcord, Lincoln, Massachusetts
81. Jug End State Reservation & Wildlife Management AreaMt. Washington, Massachusetts
82. Agassiz Rock ParkManchester-by-the-Sea, Massachusetts
83. Needham Town ForestNeedham, Massachusetts
84. Willowdale ForestWenham, Massachusetts
85. Nobscot Mtn.Sudbury, Massachusetts
86. Land Locked ForestBoston, Massachusetts
87. Ames NowellAbington, Massachusetts
88. Amherst TrailAmherst, Massachusetts
89. DuxburyDuxbury, Massachusetts
90. Mill Pond Conservation AreaBurlington, Massachusetts
91. Massasoit State ParkTaunton, Massachusetts
92. Whitney And Thayer Woods/weir River FarmCohasset, Massachusetts
93. Cascade ParkWorcester, Massachusetts
94. Rocky WoodsMedfield, Massachusetts
95. Great Brook State ParkCarlise, Massachusetts
96. Caryl ParkDover, Massachusetts
97. Prospect HillWaltham, Massachusetts
98. John Sherman PathDuxbury, Massachusetts
99. Religious TrailsIn Attleboro , Massachusetts
100. Boston Harbor Islands National Recreation AreaBoston, Massachusetts