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