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), Kent (3), Hamden (3), Norfolk (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. Osbornedale State ParkDerby, Connecticut
14. Gillette Castle State ParkEast Haddam, Connecticut
15. Upper Paugussett State ForestNewtown, Connecticut
16. Collis P Huntington State ParkBethel, Connecticut
17. West Rocks State ParkNew Haven, Connecticut
18. Bolton Notch State ParkBolton, Connecticut
19. Devils Hopyard State ParkEast Haddam, Connecticut
20. Hop River State Park TrailBolton, Connecticut
21. Hurd State ParkEast Hampton, Connecticut
22. Macedonia Brook State ParkKent, Connecticut
23. Mount Tom State ParkWashington, Connecticut
24. Nehantic State ForestEast Lyme, Connecticut
25. Penwood State ParkBloomfield, 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. Windsor Meadows State ParkWindsor, Connecticut
31. Hammonasset Beach State ParkMadison, Connecticut
32. Rocky Neck State ParkNiantic, 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. 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. Brooksvale Park And Naugatuck State ForestHamden, Connecticut
45. TrumbullTrumbull, Connecticut
46. ColchesterColchester, Connecticut
47. Mianus River ParkStamford, Connecticut
48. Brotherin Trail SystemMadison, Connecticut
49. WestwoodsGuilford, Connecticut
50. Corn FieldsMadison, Connecticut
51. Larkin State Bridal TrailSouthbury, Connecticut
52. Algonquin State ForestColebrook, Connecticut
53. American Legion State ForestBarkhamsted, Connecticut
54. Bigelow Hollow State ParkUnion, Connecticut
55. Bluff Point State ParkGroton, Connecticut
56. Camp Columbia State ForestMorris, Connecticut
57. Campbell Falls State Park ReserveNorfolk, Connecticut
58. Cententential Watershed State ForestNewtown, 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. Massacoe State ForestSimsbury, Connecticut
67. Mattatuck State ForestWatertown, Connecticut
68. Mohawk Mountain State ParkCornwall, Connecticut
69. Natchaug State ForestEastford, Connecticut
70. Pachaug State ForestVoluntown, Connecticut
71. Paugnut State ForestTorrington, Connecticut
72. Peoples State ForestBarkhamstead, Connecticut
73. Quaddick State ParkThompson, Connecticut
74. Quinnipiac River State ParkNorth Haven, Connecticut
75. Seth Low Pierrepont State Park ReserveRidgefield, Connecticut
76. Stratton Brook State ParkSimsbury, Connecticut
77. Topsmead State ForestLitchfield, Connecticut
78. Windsor Locks Canal State Park TrailSuffield, Connecticut
79. Burr Pond State ParkTorrington, Connecticut
80. Mansfield Hollow LakeMansfield, Connecticut
81. West Thompson LakeThompson, Connecticut
82. Hop Brook LakeMiddlebury, Connecticut
83. Colebrook River LakeWinsted, Connecticut
84. Supply PondsBranford, Connecticut
85. Somers MountainSomers, 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
100. 180New York, Connecticut