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), Madison (3), Kent (3), Simsbury (3), Norfolk (3)

Rank Hiking Trail Location
1. Trout Brook ValleyEaston, Connecticut
2. Case MountainManchester, Connecticut
3. Sleeping Giant State ParkHamden, 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. Salmon River State ForestEast Hampton, Connecticut
13. Bennetts PondRidgefield, Connecticut
14. NipmunkAshford, Connecticut
15. Bolton Notch State ParkBolton, Connecticut
16. Devils Hopyard State ParkEast Haddam, Connecticut
17. Hop River State Park TrailBolton, Connecticut
18. Hurd State ParkEast Hampton, Connecticut
19. Indian Well State ParkShelton, Connecticut
20. Kettletown State ParkSouthbury, Connecticut
21. Macedonia Brook State ParkKent, Connecticut
22. Mount Tom State ParkWashington, Connecticut
23. Osbornedale State ParkDerby, Connecticut
24. Rocky Neck State ParkEast Lyme, Connecticut
25. West Rock Ridge State ParkHamden, Connecticut
26. Hammonasset Beach State ParkMadison, Connecticut
27. Rocky Neck State ParkNiantic, Connecticut
28. Upper Paugussett State ForestNewtown, Connecticut
29. George Dudley Seymour State ParkHaddam, Connecticut
30. James L. Goodwin State ForestHampton, Connecticut
31. Machimoodus State ParkEast Haddam, Connecticut
32. Old Furnace State ParkKillingly, Connecticut
33. Selden Neck State ParkLyme, Connecticut
34. Shenipsit State ForestStafford, Connecticut
35. Stoddard Hill State ParkLedyard, Connecticut
36. Old FurnaceDanielson, Connecticut
37. Colebrook River LakeWinsted, Connecticut
38. Brooksvale Park And Naugatuck State ForestHamden, Connecticut
39. Hop Brook LakeMiddlebury, Connecticut
40. West Thompson LakeThompson, Connecticut
41. TrumbullTrumbull, Connecticut
42. ColchesterColchester, Connecticut
43. Mianus River ParkStamford, Connecticut
44. Collis P Huntington State ParkBethel, Connecticut
45. West Rocks State ParkNew Haven, Connecticut
46. Brotherin Trail SystemMadison, Connecticut
47. WestwoodsGuilford, Connecticut
48. Corn FieldsMadison, Connecticut
49. Larkin State Bridal TrailSouthbury, Connecticut
50. Algonquin State ForestColebrook, Connecticut
51. American Legion State ForestBarkhamsted, Connecticut
52. Bigelow Hollow State ParkUnion, Connecticut
53. Bluff Point State ParkGroton, Connecticut
54. Brainard Homestead State ParkEast Haddam, Connecticut
55. Camp Columbia State ForestMorris, Connecticut
56. Campbell Falls State Park ReserveNorfolk, Connecticut
57. Cententential Watershed State ForestNewtown, Connecticut
58. Day Pond State ParkColchester, 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. Kent Falls State ParkKent, Connecticut
67. Lovers Leap State ParkNew Milford, Connecticut
68. Massacoe State ForestSimsbury, Connecticut
69. Mattatuck State ForestWatertown, Connecticut
70. Mohawk Mountain State ParkCornwall, Connecticut
71. Natchaug State ForestEastford, Connecticut
72. Nehantic State ForestEast Lyme, 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. Southford Falls State ParkSouthbury, Connecticut
81. Squantz Pond State ParkNew Fairfield, Connecticut
82. Stratton Brook State ParkSimsbury, Connecticut
83. Topsmead State ForestLitchfield, Connecticut
84. Windsor Locks Canal State Park TrailSuffield, Connecticut
85. Windsor Meadows State ParkWindsor, Connecticut
86. Burr Pond State ParkTorrington, Connecticut
87. Mansfield Hollow LakeMansfield, Connecticut
88. Supply PondsBranford, Connecticut
89. Appalachian Trail 118: Hoyt Road to CT 341Gaylordsville, Connecticut
90. Appalachian Trail 119: CT 341 to CT 4 (Cornwall Bridge)Kent, 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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