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:
Boston (3), Great Barrington (2), Duxbury (2), Hingham (2), Princeton (2), Saugus (2)

Rank Hiking Trail Location
1. Greenbriar Hodges DamOxford, Massachusetts
2. Mt. Greylock State ReservationLanesborough, Massachusetts
3. Mt. Tom State ReservationHolyoke, Massachusetts
4. Great Esker ParkWeymouth, Massachusetts
5. Mystic River ReservationMedford, Somerville, Everett, Massachusetts
6. Charles River LoopBoston, Massachusetts
7. Cape Cod Rail TrailBrewster, Dennis, Eastham, Harwich, Orleans, Wellfleet, 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. Wells State ParkSturbridge, Massachusetts
30. Maudslay State ParkNewburyport, Massachusetts
31. Vietnam TrailsMilford, Massachusetts
32. Adams FarmWalpole, Massachusetts
33. Beals Cove ParkHingham, Massachusetts
34. Cape Cod National SeashoreWellfleet, Massachusetts
35. Minute Man National Historical ParkConcord, Massachusetts
36. Saugus Iron Works National Historic SiteSaugus, Massachusetts
37. Douglas State ForestDouglas, Massachusetts
38. Beartown State ForestMonterey, Massachusetts
39. Elm Bank ReservationWellesley, Massachusetts
40. Erving State ForestErving, Massachusetts
41. Federated Womens Club State ForestPetersham, Massachusetts
42. Granville State ForestGranville, Massachusetts
43. Pearl Hill State ParkWest Townsend, Massachusetts
44. Rumney Marsh ReservationRevere, Saugus, Massachusetts
45. South Cape Beach State ParkMashpee, Massachusetts
46. Southwest Corridor ParkJamaica Plain, Massachusetts
47. Waquoit Bay National Estuarine Research ReserveWaquoit, Massachusetts
48. Wompatuck State ParkHingham, Massachusetts
49. Knightville DamWestfield, Massachusetts
50. Hodges Village DamOxford, Massachusetts
51. Westville LakeFiskdale, Massachusetts
52. Weir HillNorth Andover, Massachusetts
53. Ward ReservationAndover, Massachusetts
54. Doyle ReservationLeominster, Massachusetts
55. Mt. Sugarloaf State ReservationS Deerfield, Massachusetts
56. Bash Bish Falls State ParkBerkshire County, Massachusetts
57. Mt. Washington State ForestS Egremont, Massachusetts
58. Appalachian Trail 124: Jug End Road to US 7South Egremont, Massachusetts
59. Appalachian Trail 126: MA 23 to Tyringham Main RoadGreat Barrington, Massachusetts
60. Appalachian Trail 128: US 20 to Pittsfield RoadLee, Massachusetts
61. Appalachian Trail 129: Pittsfield Road to MA 8/9Washington, Massachusetts
62. Appalachian Trail 131: MA 8 to MA 2Cheshire, Massachusetts
63. Appalachian Trail 132: MA 2 to VT/MA LineNorth Adams, Massachusetts
64. Appalachian Trail 125: US 7 to MA 23 (Great Barrington)Great Barrington, Massachusetts
65. Appalachian Trail 127: Tyringham Main Road to US 20 (Lee, MA)Tyringham, Massachusetts
66. Appalachian Trail 130: MA 8/9 to MA 8 (Cheshire, MA)Dalton, Massachusetts
67. Rayburn TrailsMillbury, Massachusetts
68. Mt. PisgahNorthborough, Massachusetts
69. Bridge Creek WatershedWest Barnstable, Massachusetts
70. Breakheart ReservationSaugus, Massachusetts
71. Brimfield State ForestBrimfeild, Massachusetts
72. Mt. Everett State ReservationMt. Washington, Massachusetts
73. Walden Pond State ReservationConcord, Lincoln, Massachusetts
74. Jug End State Reservation & Wildlife Management AreaMt. Washington, Massachusetts
75. Agassiz Rock ParkManchester-by-the-Sea, Massachusetts
76. Needham Town ForestNeedham, Massachusetts
77. Willowdale ForestWenham, Massachusetts
78. Nobscot Mtn.Sudbury, Massachusetts
79. Land Locked ForestBoston, Massachusetts
80. Ames NowellAbington, 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. Great Brook State ParkCarlise, Massachusetts
88. Caryl ParkDover, Massachusetts
89. Prospect HillWaltham, Massachusetts
90. John Sherman PathDuxbury, Massachusetts
91. Religious TrailsIn Attleboro , Massachusetts
92. Boston Harbor Islands National Recreation AreaBoston, Massachusetts
93. Bristol Blake State ReservationNorfolk, Massachusetts
94. Brook Farm Historic SiteWest Roxbury, Massachusetts
95. Chester-Blandford State ForestChester, Massachusetts
96. Kenneth Dubuque Memorial State ForestHawley, Plainfield and Savoy, Massachusetts
97. Georgetown-Rowley State ForestGeorgetown, Massachusetts
98. Hammond Pond ReservationNewton, Massachusetts
99. Manuel F. Correllus State ForestEdgartown, Massachusetts
100. Mohawk Trail State ForestCharlemont, Massachusetts