44 Trails in Middletown, Connecticut
| Rank | Trail Name | Difficulty | Length (mi) | Rating | City |
|---|---|---|---|---|---|
| 1. | Rockland Preserve | Intermediate | 25.0 |   |
Madison |
| 2. | Millers Pond | Advanced | 5.0 |  |
Durham |
| 3. | Nassahegan State Forest | Intermediate | 15.0 | |
Burlington |
| 4. | West Hartford Reservoir | Intermediate | 10.0 | |
West Hartford |
| 5. | Case Mountain | Intermediate | 33.0 | |
Manchester |
| 6. | River Highlands State Park / Cromwell Creek | Beginner | 7.0 | |
Cromwell |
| 7. | Middlesex Community College | Intermediate | 20.0 | |
Middletown |
| 8. | Cockaponset State Forest | Advanced | 20.0 | |
Chester |
| 9. | Grayville Falls Town Park | Advanced | 8.0 | |
Hebron |
| 10. | Gay City State Park | Beginner | 10.0 | |
Hebron |
| 11. | Wadsworth State Park | Intermediate | 5.0 | |
Middletown |
| 12. | Meshomasic State Forest | Intermediate | 30.0 | |
East Hampton |
| 13. | Crescent Lake | Intermediate | 6 | |
Southington |
| 14. | Nathan Hale | Intermediate | 21.0 | |
Coventry |
| 15. | Tyler Mills | Intermediate | 10.0 | |
Wallingford |
| 16. | Hurd State Park | Intermediate | 12.0 | |
East Hampton |
| 17. | West Rocks State Park | Intermediate | 12.0 | |
New Haven |
| 18. | Winding Trails | Beginner | 5.0 | |
Farmington |
| 19. | East Rock Park | Intermediate | 5.0 | |
New Haven |
| 20. | Heublein Tower | Beginner | 15.0 | |
West Hartford |
| 21. | Hartman Park | Intermediate | 6.0 | |
Salem |
| 22. | Supply Ponds | Intermediate | 10.0 | |
Branford |
| 23. | Old Saybrook Preserve | Intermediate | 20.0 | |
Old Saybrook |
| 24. | Salmon River State Forest | Intermediate | 7.0 | |
Colchester |
| 25. | Day Pond | Intermediate | 7.0 | |
Colchester |
| 26. | Cheshire Lock 12 | Easiest | 18.0 | |
Cheshire |
| 27. | Sessions Woods | 20.0 | |
Burlington | |
| 28. | Genesee Recreation Area | Beginner | 10.0 | |
Madison |
| 29. | Devil's Hopyard | Expert | 12.0 | |
East Haddam |
| 30. | The Jumps | Beginner | 1.0 | |
West Hartford |
| 31. | Powder Ridge Bike Park | Intermediate | 0 | |
Middlefield |
| 32. | Brotherin Trail System | Intermediate | 4.0 | |
Madison |
| 33. | Stony Creek Quarry Preserve | Intermediate | 10.0 | |
Branford |
| 34. | Canfield | 6.0 | |
Deep RIver | |
| 35. | Brooksvale Park And Naugatuck State Forest | Advanced | 10.0 | |
Hamden |
| 36. | Farmington Canal Heritage Trail | Easiest | 5.0 | |
Hamden |
| 37. | Corn Fields | Easiest | 3.0 | |
Madison |
| 38. | Red Trail | 1.0 | |
East Hampton | |
| 39. | Timberlands | 5.0 | |
Madison | |
| 40. | Outer Loop | 1.0 | |
Westbrook | |
| 41. | Van Otterloo Preserve | 1.0 | |
Bloomfield | |
| 42. | Risley Resovior Loop | 2.0 | |
Vernon | |
| 43. | Inner Loop | 1.0 | |
Westbrook | |
| 44. | Div Pond | 2 | |
Rocky Hill |
Know of a new mountain bike trail not listed here? Please tell us about it using this form. Find mountain bike trails near you or for even more trail inspiration and how we ranked the mountain bike trails, see this list of the best mountain bike trails in the world.
