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), Boston (3), Hingham (2), Princeton (2), Mt. Washington (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. Otter River State ForestBaldwinville, Massachusetts
19. Wachusett Mountain State ReservationPrinceton, Massachusetts
20. Whitehall State ParkHopkinton, Massachusetts
21. Appalachian Trail: MassachusettsSheffield, 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. Cape Cod CanalBuzzards Bay, Massachusetts
28. Batchlor Outer LoopAmherst, Massachusetts
29. Hodges Village DamOxford, Massachusetts
30. Wells State ParkSturbridge, Massachusetts
31. Maudslay State ParkNewburyport, Massachusetts
32. Knightville DamWestfield, Massachusetts
33. Robinson state parkAgawam, Massachusetts
34. Vietnam TrailsMilford, Massachusetts
35. Adams FarmWalpole, Massachusetts
36. Beals Cove ParkHingham, Massachusetts
37. Douglas State ForestDouglas, Massachusetts
38. Cape Cod National SeashoreWellfleet, Massachusetts
39. Minute Man National Historical ParkConcord, Massachusetts
40. Saugus Iron Works National Historic SiteSaugus, Massachusetts
41. Beartown State ForestMonterey, Massachusetts
42. Elm Bank ReservationWellesley, Massachusetts
43. Erving State ForestErving, Massachusetts
44. Granville State ForestGranville, Massachusetts
45. Mt. Holyoke Range State ParkAmherst, Massachusetts
46. Mt. Sugarloaf State ReservationS Deerfield, Massachusetts
47. Nasketucket Bay State ReservationMattapoisett, Massachusetts
48. Norwottuck Rail TrailNorthampton, Massachusetts
49. Pearl Hill State ParkWest Townsend, Massachusetts
50. Rumney Marsh ReservationRevere, Saugus, Massachusetts
51. JA Skinner State ParkHadley, Massachusetts
52. South Cape Beach State ParkMashpee, Massachusetts
53. Southwest Corridor ParkJamaica Plain, Massachusetts
54. Waquoit Bay National Estuarine Research ReserveWaquoit, Massachusetts
55. Chicopee Memorial State ParkChicopee, Massachusetts
56. Wompatuck State ParkHingham, Massachusetts
57. Buffumville LakeOxford, Massachusetts
58. Weir HillNorth Andover, Massachusetts
59. Ward ReservationAndover, Massachusetts
60. Doyle ReservationLeominster, Massachusetts
61. Mt. Norwottuck and Horse CavesAmherst, Massachusetts
62. Bash Bish Falls State ParkBerkshire County, Massachusetts
63. Mt. Washington State ForestS Egremont, Massachusetts
64. Rayburn TrailsMillbury, Massachusetts
65. Mt. PisgahNorthborough, Massachusetts
66. Bridge Creek WatershedWest Barnstable, Massachusetts
67. Breakheart ReservationSaugus, Massachusetts
68. Brimfield State ForestBrimfeild, Massachusetts
69. Mt. Everett State ReservationMt. Washington, Massachusetts
70. Walden Pond State ReservationConcord, Lincoln, Massachusetts
71. Jug End State Reservation & Wildlife Management AreaMt. Washington, Massachusetts
72. Agassiz Rock ParkManchester-by-the-Sea, Massachusetts
73. Tully LakeRoyalston, Massachusetts
74. Westville LakeFiskdale, Massachusetts
75. Needham Town ForestNeedham, Massachusetts
76. Willowdale ForestWenham, Massachusetts
77. Nobscot Mtn.Sudbury, Massachusetts
78. Land Locked ForestBoston, Massachusetts
79. Ames NowellAbington, Massachusetts
80. Amherst TrailAmherst, Massachusetts
81. DuxburyDuxbury, Massachusetts
82. Mill Pond Conservation AreaBurlington, Massachusetts
83. Massasoit State ParkTaunton, Massachusetts
84. Whitney And Thayer Woods/weir River FarmCohasset, Massachusetts
85. Cascade ParkWorcester, Massachusetts
86. Rocky WoodsMedfield, Massachusetts
87. Howe State ParkSpencer, Massachusetts
88. Great Brook State ParkCarlise, Massachusetts
89. Caryl ParkDover, Massachusetts
90. Prospect HillWaltham, Massachusetts
91. John Sherman PathDuxbury, Massachusetts
92. Appalachian Trail 124: Jug End Road to US 7South Egremont, Massachusetts
93. Appalachian Trail 126: MA 23 to Tyringham Main RoadGreat Barrington, Massachusetts
94. Appalachian Trail 128: US 20 to Pittsfield RoadLee, Massachusetts
95. Appalachian Trail 129: Pittsfield Road to MA 8/9Washington, Massachusetts
96. Religious TrailsIn Attleboro , Massachusetts
97. Boston Harbor Islands National Recreation AreaBoston, Massachusetts
98. Bristol Blake State ReservationNorfolk, Massachusetts
99. Brook Farm Historic SiteWest Roxbury, Massachusetts
100. Chester-Blandford State ForestChester, Massachusetts

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