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), Madison (3), Norfolk (3), Simsbury (3)

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

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