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