The Best Hiking Trails in Connecticut

Most Popular Connecticut Hiking Trails

We've ranked the best places to hike in Connecticut 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:
Southbury (4), East Haddam (4), Hamden (3), Simsbury (3), Norfolk (3), Madison (3)

Rank Hiking Trail Location
1. Trout Brook ValleyEaston, Connecticut
2. Salmon River State ForestEast Hampton, Connecticut
3. Cockaponset State ForestChester, Connecticut
4. Case MountainManchester, Connecticut
5. Air Line State Park TrailThompson, Connecticut
6. Chatfield Hollow State ParkKillingworth, Connecticut
7. Kettletown State ParkSouthbury, Connecticut
8. Wadsworth Falls State ParkMiddletown, Connecticut
9. Gay City State ParkHebron, Connecticut
10. Black Rock State ParkWatertown, Connecticut
11. NipmunkAshford, Connecticut
12. Millers Pond State ParkDurham, Connecticut
13. Osbornedale State ParkDerby, Connecticut
14. Gillette Castle State ParkEast Haddam, Connecticut
15. Upper Paugussett State ForestNewtown, Connecticut
16. Bennetts PondRidgefield, Connecticut
17. Collis P Huntington State ParkBethel, Connecticut
18. West Rocks State ParkNew Haven, Connecticut
19. Bolton Notch State ParkBolton, Connecticut
20. Devils Hopyard State ParkEast Haddam, Connecticut
21. Hop River State Park TrailBolton, Connecticut
22. Hurd State ParkEast Hampton, Connecticut
23. Indian Well State ParkShelton, Connecticut
24. Kent Falls State ParkKent, Connecticut
25. Lovers Leap State ParkNew Milford, Connecticut
26. Macedonia Brook State ParkKent, Connecticut
27. Mount Tom State ParkWashington, Connecticut
28. Nehantic State ForestEast Lyme, Connecticut
29. Rocky Neck State ParkEast Lyme, Connecticut
30. Southford Falls State ParkSouthbury, Connecticut
31. Squantz Pond State ParkNew Fairfield, Connecticut
32. West Rock Ridge State ParkHamden, Connecticut
33. Hammonasset Beach State ParkMadison, Connecticut
34. Rocky Neck State ParkNiantic, Connecticut
35. Brainard Homestead State ParkEast Haddam, Connecticut
36. George Dudley Seymour State ParkHaddam, Connecticut
37. James L. Goodwin State ForestHampton, Connecticut
38. Machimoodus State ParkEast Haddam, Connecticut
39. Old Furnace State ParkKillingly, Connecticut
40. Selden Neck State ParkLyme, Connecticut
41. Shenipsit State ForestStafford, Connecticut
42. Stoddard Hill State ParkLedyard, Connecticut
43. Old FurnaceDanielson, Connecticut
44. Colebrook River LakeWinsted, Connecticut
45. Brooksvale Park And Naugatuck State ForestHamden, Connecticut
46. Hop Brook LakeMiddlebury, Connecticut
47. West Thompson LakeThompson, Connecticut
48. TrumbullTrumbull, Connecticut
49. ColchesterColchester, Connecticut
50. Mianus River ParkStamford, Connecticut
51. Brotherin Trail SystemMadison, Connecticut
52. WestwoodsGuilford, Connecticut
53. Corn FieldsMadison, Connecticut
54. Larkin State Bridal TrailSouthbury, Connecticut
55. Algonquin State ForestColebrook, Connecticut
56. American Legion State ForestBarkhamsted, Connecticut
57. Bigelow Hollow State ParkUnion, Connecticut
58. Bluff Point State ParkGroton, Connecticut
59. Camp Columbia State ForestMorris, Connecticut
60. Campbell Falls State Park ReserveNorfolk, Connecticut
61. Cententential Watershed State ForestNewtown, Connecticut
62. Day Pond State ParkColchester, Connecticut
63. Dennis Hill State ParkNorfolk, Connecticut
64. Farm River State ParkEast Haven, Connecticut
65. George C. Waldo State ParkSouthbury, Connecticut
66. Haley Farm State ParkGroton, Connecticut
67. Haystack Mountain State ParkNorfolk, Connecticut
68. Hopeville Pond State ParkGriswold, Connecticut
69. Housatonic Meadows State ParkSharon, Connecticut
70. Massacoe State ForestSimsbury, Connecticut
71. Mattatuck State ForestWatertown, Connecticut
72. Mohawk Mountain State ParkCornwall, Connecticut
73. Natchaug State ForestEastford, Connecticut
74. Pachaug State ForestVoluntown, Connecticut
75. Paugnut State ForestTorrington, Connecticut
76. Penwood State ParkBloomfield, Connecticut
77. Peoples State ForestBarkhamstead, Connecticut
78. Quaddick State ParkThompson, Connecticut
79. Quinnipiac River State ParkNorth Haven, Connecticut
80. Seth Low Pierrepont State Park ReserveRidgefield, Connecticut
81. Stratton Brook State ParkSimsbury, Connecticut
82. Topsmead State ForestLitchfield, Connecticut
83. Windsor Locks Canal State Park TrailSuffield, Connecticut
84. Windsor Meadows State ParkWindsor, Connecticut
85. Burr Pond State ParkTorrington, Connecticut
86. Mansfield Hollow LakeMansfield, Connecticut
87. Supply PondsBranford, Connecticut
88. Somers MountainSomers, Connecticut
89. Appalachian Trail 118: Hoyt Road to CT 341Gaylordsville, Connecticut
90. Appalachian Trail 119: CT 341 to CT 4 (Cornwall Bridge)Kent, Connecticut
91. Sleeping Giant State ParkHamden, Connecticut
92. West Hartford ReservoirWest Hartford, Connecticut
93. Mashamoquet Brook State ParkPomfret, Connecticut
94. Talcott Mountain State ParkSimsbury, Connecticut
95. River Highlands State ParkCromwell, Connecticut
96. Appalachian Trail: ConnecticutGaylordsville, Connecticut
97. Appalachian Trail 121: US 7 to CT 41Falls Village, Connecticut
98. Appalachian Trail 122: CT 41 to Sages RavineSalisbury, Connecticut
99. Appalachian Trail 120: CT 4 to US 7Cornwall Bridge, Connecticut

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