27 Trails in Cheshire, Connecticut
| Trail Name | Difficulty | Length (mi) | Rating | City |
|---|---|---|---|---|
| Yale Preserve |  |
6.0 |   |
Woodbridge |
| Winding Trails |  |
5.0 |  |
Farmington |
| Westwoods | |
30.0 | |
Guilford |
| West Rocks State Park | |
12.0 | |
New Haven |
| West Hartford Reservoir | |
10.0 | |
West Hartford |
| Wadsworth State Park | |
5.0 | |
Middletown |
| Tyler Mills | |
10.0 | |
Wallingford |
| Timberlands |  |
5.0 | |
Madison |
| Thomaston Dam |  |
0.0 | |
Thomaston |
| Supply Ponds | |
10.0 | |
Branford |
| Stony Creek Quarry Preserve | |
10.0 | |
Branford |
| Sessions Woods | |
20.0 | |
Burlington |
| Rockwell Park | |
0 | |
Bristol |
| Rockland Preserve | |
25.0 | |
Madison |
| Rockhouse Hill Sanctuary | |
12.0 | |
Oxford |
| Racebrook Tract | |
11.0 | |
Middletown |
| Powder Ridge Bike Park | |
0 | |
Middlefield |
| Nassahegan State Forest | |
15.0 | |
Burlington |
| Millers Pond |  |
5.0 | |
Durham |
| Middlebury Greenway | |
10.0 | |
Middlebury |
| Larkin State Bridal Trail | |
10.0 | |
Southbury |
| Genesee Recreation Area | |
10.0 | |
Madison |
| Farmington Canal Heritage Trail | |
5.0 | |
Hamden |
| East Rock Park | |
5.0 | |
New Haven |
| Crescent Lake | |
6 | |
Southington |
| Cheshire Lock 12 | |
18.0 | |
Cheshire |
| Brooksvale Park And Naugatuck State Forest | |
10.0 | |
Hamden |
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.
