25 Trails in Middlebury, Connecticut
| Rank | Trail Name | Difficulty | Length (mi) | Rating | City |
|---|---|---|---|---|---|
| 1. | Pequonnock River Valley State Park / Trumbull | Intermediate | 15.0 |   |
Trumbull |
| 2. | Nassahegan State Forest | Intermediate | 15.0 | |
Burlington |
| 3. | George C Waldo St Park | Intermediate | 7.0 | |
Southbury |
| 4. | Larkin State Bridal Trail | Easiest | 10.0 |  |
Southbury |
| 5. | Collis P Huntington State Park | Intermediate | 20.0 | |
Bethel |
| 6. | West Rocks State Park | Intermediate | 12.0 | |
New Haven |
| 7. | Winding Trails | Beginner | 5.0 | |
Farmington |
| 8. | East Rock Park | Intermediate | 5.0 | |
New Haven |
| 9. | Rockhouse Hill Sanctuary | Intermediate | 12.0 | |
Oxford |
| 10. | Yale Preserve | Intermediate | 6.0 | |
Woodbridge |
| 11. | Steep Rock | Advanced | 7.0 | |
Washington |
| 12. | Cheshire Lock 12 | Easiest | 18.0 | |
Cheshire |
| 13. | Sessions Woods | 20.0 | |
Burlington | |
| 14. | Middlebury Greenway | Easiest | 10.0 | |
Middlebury |
| 15. | Dingle Brook Trail | 6.0 | |
Newtown | |
| 16. | Racebrook Tract | 11.0 | |
Middletown | |
| 17. | Brooksvale Park And Naugatuck State Forest | Advanced | 10.0 | |
Hamden |
| 18. | Thomaston Dam | Easiest | 0.0 | |
Thomaston |
| 19. | Trumbull Rail Trail | Easiest | 6.0 | |
Trumbull |
| 20. | Farmington Canal Heritage Trail | Easiest | 5.0 | |
Hamden |
| 21. | Upper Paugussett State Forest | 6.0 | |
Newtown | |
| 22. | Funny Farm North | Beginner | 5.0 | |
Newtown |
| 23. | Lower Paugussett State Forest | 6.0 | |
Newtown | |
| 24. | Rockwell Park | 0 | |
Bristol | |
| 25. | Monroe Rail Trail | 8.0 | |
Monroe |
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.
