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