25 Trails in Middlebury, Connecticut
| Trail Name | Difficulty | Length (mi) | Rating | City |
|---|---|---|---|---|
| Collis P Huntington State Park |  |
20.0 |    |
Bethel |
| Sessions Woods |  |
20.0 | |
Burlington |
| Cheshire Lock 12 |  |
18.0 | |
Cheshire |
| Pequonnock River Valley State Park / Trumbull | |
15.0 | |
Trumbull |
| Nassahegan State Forest | |
15.0 | |
Burlington |
| West Rocks State Park | |
12.0 | |
New Haven |
| Rockhouse Hill Sanctuary | |
12.0 | |
Oxford |
| Racebrook Tract | |
11.0 | |
Middletown |
| Larkin State Bridal Trail | |
10.0 | |
Southbury |
| Brooksvale Park And Naugatuck State Forest |  |
10.0 | |
Hamden |
| Middlebury Greenway | |
10.0 | |
Middlebury |
| Monroe Rail Trail | |
8.0 | |
Monroe |
| George C Waldo St Park | |
7.0 | |
Southbury |
| Steep Rock | |
7.0 | |
Washington |
| Trumbull Rail Trail | |
6.0 | |
Trumbull |
| Dingle Brook Trail | |
6.0 | |
Newtown |
| Upper Paugussett State Forest | |
6.0 | |
Newtown |
| Yale Preserve | |
6.0 | |
Woodbridge |
| Lower Paugussett State Forest | |
6.0 | |
Newtown |
| Winding Trails |  |
5.0 | |
Farmington |
| Funny Farm North | |
5.0 | |
Newtown |
| Farmington Canal Heritage Trail | |
5.0 | |
Hamden |
| East Rock Park | |
5.0 | |
New Haven |
| Thomaston Dam | |
0.0 | |
Thomaston |
| Rockwell Park | |
0 | |
Bristol |
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.
