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