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), Madison (3), Norfolk (3), Simsbury (3), Kent (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. Wadsworth Falls State ParkMiddletown, Connecticut
6. Cockaponset State ForestChester, Connecticut
7. Gay City State ParkHebron, Connecticut
8. Black Rock State ParkWatertown, Connecticut
9. Chatfield Hollow State ParkKillingworth, Connecticut
10. Millers Pond State ParkDurham, Connecticut
11. Gillette Castle State ParkEast Haddam, Connecticut
12. Bennetts PondRidgefield, Connecticut
13. NipmunkAshford, Connecticut
14. Bolton Notch State ParkBolton, Connecticut
15. Devils Hopyard State ParkEast Haddam, Connecticut
16. Hop River State Park TrailBolton, Connecticut
17. Hurd State ParkEast Hampton, Connecticut
18. Indian Well State ParkShelton, Connecticut
19. Kettletown State ParkSouthbury, Connecticut
20. Macedonia Brook State ParkKent, Connecticut
21. Mount Tom State ParkWashington, Connecticut
22. Osbornedale State ParkDerby, Connecticut
23. Rocky Neck State ParkEast Lyme, Connecticut
24. West Rock Ridge State ParkHamden, Connecticut
25. Hammonasset Beach State ParkMadison, Connecticut
26. Rocky Neck State ParkNiantic, Connecticut
27. Upper Paugussett State ForestNewtown, Connecticut
28. George Dudley Seymour State ParkHaddam, Connecticut
29. James L. Goodwin State ForestHampton, Connecticut
30. Machimoodus State ParkEast Haddam, Connecticut
31. Old Furnace State ParkKillingly, Connecticut
32. Selden Neck State ParkLyme, Connecticut
33. Shenipsit State ForestStafford, Connecticut
34. Stoddard Hill State ParkLedyard, Connecticut
35. Old FurnaceDanielson, Connecticut
36. Colebrook River LakeWinsted, Connecticut
37. Brooksvale Park And Naugatuck State ForestHamden, Connecticut
38. Hop Brook LakeMiddlebury, Connecticut
39. West Thompson LakeThompson, Connecticut
40. TrumbullTrumbull, Connecticut
41. ColchesterColchester, Connecticut
42. Mianus River ParkStamford, Connecticut
43. Collis P Huntington State ParkBethel, Connecticut
44. West Rocks State ParkNew Haven, Connecticut
45. Brotherin Trail SystemMadison, Connecticut
46. WestwoodsGuilford, Connecticut
47. Corn FieldsMadison, Connecticut
48. Larkin State Bridal TrailSouthbury, Connecticut
49. Algonquin State ForestColebrook, Connecticut
50. American Legion State ForestBarkhamsted, Connecticut
51. Bigelow Hollow State ParkUnion, Connecticut
52. Bluff Point State ParkGroton, Connecticut
53. Brainard Homestead State ParkEast Haddam, Connecticut
54. Camp Columbia State ForestMorris, Connecticut
55. Campbell Falls State Park ReserveNorfolk, Connecticut
56. Cententential Watershed State ForestNewtown, Connecticut
57. Day Pond State ParkColchester, Connecticut
58. Dennis Hill State ParkNorfolk, Connecticut
59. Farm River State ParkEast Haven, Connecticut
60. George C. Waldo State ParkSouthbury, Connecticut
61. Haley Farm State ParkGroton, Connecticut
62. Haystack Mountain State ParkNorfolk, Connecticut
63. Hopeville Pond State ParkGriswold, Connecticut
64. Housatonic Meadows State ParkSharon, Connecticut
65. Kent Falls State ParkKent, Connecticut
66. Lovers Leap State ParkNew Milford, Connecticut
67. Massacoe State ForestSimsbury, Connecticut
68. Mattatuck State ForestWatertown, Connecticut
69. Mohawk Mountain State ParkCornwall, Connecticut
70. Natchaug State ForestEastford, Connecticut
71. Nehantic State ForestEast Lyme, 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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