113 Trails in Connecticut

Rank Trail Name Difficulty Length (mi) Rating City
1. Pequonnock River Valley State Park / Trumbull Intermediate difficulty 15.0 ***** Trumbull
2. Rockland Preserve Intermediate difficulty 25.0 **** Madison
3. Cowles Park Intermediate difficulty 8.0 **** East Granby
4. Millers Pond Advanced difficulty 5.0 ***** Durham
5. Bluff Point State Park Intermediate difficulty 20.0 **** Groton
6. Nassahegan State Forest Intermediate difficulty 15.0 ***** Burlington
7. West Hartford Reservoir Intermediate difficulty 10.0 **** West Hartford
8. Nepaug State Forest Intermediate difficulty 8 ***** New Hartford
9. George C Waldo St Park Intermediate difficulty 7.0 ***** Southbury
10. Case Mountain Intermediate difficulty 33.0 **** Manchester
11. Bennetts Pond Advanced difficulty 10.0 ***** Ridgefield
12. Penwood State Park Advanced difficulty 7.0 ***** Bloomfield
13. River Highlands State Park / Cromwell Creek Beginner difficulty 7.0 ***** Cromwell
14. Trout Brook Valley Intermediate difficulty 20.0 **** Easton
15. Mianus River Park Intermediate difficulty 10.0 **** Stamford
16. Middlesex Community College Intermediate difficulty 20.0 ***** Middletown
17. Cockaponset State Forest Advanced difficulty 20.0 **** Chester
18. Grayville Falls Town Park Advanced difficulty 8.0 ***** Hebron
19. Gay City State Park Beginner difficulty 10.0 **** Hebron
20. Wilton Woods Intermediate difficulty 7.0 **** Wilton
21. Westwoods Intermediate difficulty 30.0 **** Guilford
22. Somers Mountain / Shenipsit SF Advanced difficulty 0.0 **** Somers
23. Wadsworth State Park Intermediate difficulty 5.0 **** Middletown
24. Thompson Dam Intermediate difficulty 10.0 **** Thompson
25. Meshomasic State Forest Intermediate difficulty 30.0 ***** East Hampton
26. Old Furnace Intermediate difficulty 8.0 **** Danielson
27. Crescent Lake Intermediate difficulty 6 **** Southington
28. Nathan Hale Intermediate difficulty 21.0 **** Coventry
29. Larkin State Bridal Trail Easiest difficulty 10.0 **** Southbury
30. Farringtons Woods Intermediate difficulty 8.0 **** Danbury
31. Tyler Mills Intermediate difficulty 10.0 *** Wallingford
32. Collis P Huntington State Park Intermediate difficulty 20.0 *** Bethel
33. Sunny Valley Intermediate difficulty 7.0 **** Bridgewater
34. Hurd State Park Intermediate difficulty 12.0 **** East Hampton
35. Mooween State Park Intermediate difficulty 8.0 ***** East Haddam
36. Champlain Open Space Intermediate difficulty 5.0 **** Old Lyme
37. Dragon tail Intermediate difficulty 2.0 **** Groton
38. West Rocks State Park Intermediate difficulty 12.0 *** New Haven
39. Twin Brooks Park Intermediate difficulty 8 ***** Trumbull
40. Tarrywile Park Beginner difficulty 5.0 *** Danbury
41. Carpenter's Falls Beginner difficulty 3.0 ***** Granby
42. Mansfield Hollow Beginner difficulty 18.0 **** Mansfield
43. Winding Trails Beginner difficulty 5.0 *** Farmington
44. East Rock Park Intermediate difficulty 5.0 ***** New Haven
45. Heublein Tower Beginner difficulty 15.0 *** West Hartford
46. Rocky Neck State Park Intermediate difficulty 4.0 **** Niantic
47. Hartman Park Intermediate difficulty 6.0 *** Salem
48. Rockhouse Hill Sanctuary Intermediate difficulty 12.0 ***** Oxford
49. Supply Ponds Intermediate difficulty 10.0 *** Branford
50. Yale Preserve Intermediate difficulty 6.0 ***** Woodbridge

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