24 Trails in Middlebury, Connecticut

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