23 Trails in Middlebury, Connecticut

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

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