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:
East Haddam (4), Southbury (4), Kent (3), Simsbury (3), Madison (3), Hamden (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. Penwood State ParkBloomfield, Connecticut
27. Rocky Neck State ParkEast Lyme, Connecticut
28. Southford Falls State ParkSouthbury, Connecticut
29. Squantz Pond State ParkNew Fairfield, Connecticut
30. West Rock Ridge State ParkHamden, Connecticut
31. Windsor Meadows State ParkWindsor, Connecticut
32. Hammonasset Beach State ParkMadison, Connecticut
33. Rocky Neck State ParkNiantic, Connecticut
34. Appalachian Trail 118: Hoyt Road to CT 341Gaylordsville, Connecticut
35. Appalachian Trail 119: CT 341 to CT 4 (Cornwall Bridge)Kent, Connecticut
36. Brainard Homestead State ParkEast Haddam, Connecticut
37. George Dudley Seymour State ParkHaddam, Connecticut
38. James L. Goodwin State ForestHampton, Connecticut
39. Machimoodus State ParkEast Haddam, Connecticut
40. Old Furnace State ParkKillingly, Connecticut
41. Selden Neck State ParkLyme, Connecticut
42. Shenipsit State ForestStafford, Connecticut
43. Stoddard Hill State ParkLedyard, Connecticut
44. Old FurnaceDanielson, Connecticut
45. Brooksvale Park And Naugatuck State ForestHamden, Connecticut
46. TrumbullTrumbull, Connecticut
47. ColchesterColchester, Connecticut
48. Mianus River ParkStamford, Connecticut
49. Brotherin Trail SystemMadison, Connecticut
50. WestwoodsGuilford, Connecticut
51. Corn FieldsMadison, Connecticut
52. Larkin State Bridal TrailSouthbury, Connecticut
53. Algonquin State ForestColebrook, Connecticut
54. American Legion State ForestBarkhamsted, Connecticut
55. Bigelow Hollow State ParkUnion, Connecticut
56. Bluff Point State ParkGroton, Connecticut
57. Camp Columbia State ForestMorris, Connecticut
58. Campbell Falls State Park ReserveNorfolk, Connecticut
59. Cententential Watershed State ForestNewtown, Connecticut
60. Day Pond State ParkColchester, Connecticut
61. Dennis Hill State ParkNorfolk, Connecticut
62. Farm River State ParkEast Haven, Connecticut
63. George C. Waldo State ParkSouthbury, Connecticut
64. Haley Farm State ParkGroton, Connecticut
65. Haystack Mountain State ParkNorfolk, Connecticut
66. Hopeville Pond State ParkGriswold, Connecticut
67. Housatonic Meadows State ParkSharon, 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. Peoples State ForestBarkhamstead, Connecticut
75. Quaddick State ParkThompson, Connecticut
76. Quinnipiac River State ParkNorth Haven, Connecticut
77. Seth Low Pierrepont State Park ReserveRidgefield, Connecticut
78. Stratton Brook State ParkSimsbury, Connecticut
79. Topsmead State ForestLitchfield, Connecticut
80. Windsor Locks Canal State Park TrailSuffield, Connecticut
81. Burr Pond State ParkTorrington, Connecticut
82. Mansfield Hollow LakeMansfield, Connecticut
83. West Thompson LakeThompson, Connecticut
84. Hop Brook LakeMiddlebury, Connecticut
85. Colebrook River LakeWinsted, Connecticut
86. Supply PondsBranford, Connecticut
87. Somers MountainSomers, Connecticut
88. Sleeping Giant State ParkHamden, Connecticut
89. West Hartford ReservoirWest Hartford, Connecticut
90. Talcott Mountain State ParkSimsbury, Connecticut
91. Mashamoquet Brook State ParkPomfret, 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 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