29 Trails in Chester, Connecticut
| Rank | Trail Name | Difficulty | Length (mi) | Rating | City |
|---|---|---|---|---|---|
| 1. | Rockland Preserve | Intermediate | 25.0 |   |
Madison |
| 2. | Millers Pond | Advanced | 5.0 |  |
Durham |
| 3. | River Highlands State Park / Cromwell Creek | Beginner | 7.0 | |
Cromwell |
| 4. | Middlesex Community College | Intermediate | 20.0 | |
Middletown |
| 5. | Cockaponset State Forest | Advanced | 20.0 | |
Chester |
| 6. | Grayville Falls Town Park | Advanced | 8.0 | |
Hebron |
| 7. | Westwoods | Intermediate | 30.0 | |
Guilford |
| 8. | Wadsworth State Park | Intermediate | 5.0 | |
Middletown |
| 9. | Hurd State Park | Intermediate | 12.0 | |
East Hampton |
| 10. | Mooween State Park | Intermediate | 8.0 | |
East Haddam |
| 11. | Champlain Open Space | Intermediate | 5.0 | |
Old Lyme |
| 12. | Rocky Neck State Park | Intermediate | 4.0 | |
Niantic |
| 13. | Hartman Park | Intermediate | 6.0 | |
Salem |
| 14. | Old Saybrook Preserve | Intermediate | 20.0 | |
Old Saybrook |
| 15. | Salmon River State Forest | Intermediate | 7.0 | |
Colchester |
| 16. | Day Pond | Intermediate | 7.0 | |
Colchester |
| 17. | Genesee Recreation Area | Beginner | 10.0 | |
Madison |
| 18. | Devil's Hopyard | Expert | 12.0 | |
East Haddam |
| 19. | Powder Ridge Bike Park | Intermediate | 0 | |
Middlefield |
| 20. | Brotherin Trail System | Intermediate | 4.0 | |
Madison |
| 21. | Stony Creek Quarry Preserve | Intermediate | 10.0 | |
Branford |
| 22. | Canfield | 6.0 | |
Deep RIver | |
| 23. | Mile Creek Preserve | Easiest | 2.0 | |
Old Lyme |
| 24. | Corn Fields | Easiest | 3.0 | |
Madison |
| 25. | Red Trail | 1.0 | |
East Hampton | |
| 26. | Hyper Coiler | 5.0 | |
Old Lyme | |
| 27. | Timberlands | 5.0 | |
Madison | |
| 28. | Outer Loop | 1.0 | |
Westbrook | |
| 29. | Inner Loop | 1.0 | |
Westbrook |
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.
