26 Trails in Southbury, Connecticut

Trail Name Difficulty Length (mi) Rating City
Collis P Huntington State Park Intermediate difficulty 20.0 *** Bethel
Trout Brook Valley Intermediate difficulty 20.0 **** Easton
Pequonnock River Valley State Park / Trumbull Intermediate difficulty 15.0 ***** Trumbull
West Rocks State Park Intermediate difficulty 12.0 *** New Haven
Rockhouse Hill Sanctuary Intermediate difficulty 12.0 ***** Oxford
Racebrook Tract  difficulty 11.0 *** Middletown
Middlebury Greenway Easiest difficulty 10.0 **** Middlebury
Bennetts Pond Advanced difficulty 10.0 ***** Ridgefield
Larkin State Bridal Trail Easiest difficulty 10.0 **** Southbury
Monroe Rail Trail  difficulty 8.0 Monroe
Twin Brooks Park Intermediate difficulty 8 ***** Trumbull
Wilton Woods Intermediate difficulty 7.0 **** Wilton
Steep Rock Advanced difficulty 7.0 **** Washington
George C Waldo St Park Intermediate difficulty 7.0 ***** Southbury
Sunny Valley Intermediate difficulty 7.0 **** Bridgewater
Dingle Brook Trail  difficulty 6.0 *** Newtown
Trumbull Rail Trail Easiest difficulty 6.0 ** Trumbull
Yale Preserve Intermediate difficulty 6.0 ***** Woodbridge
Upper Paugussett State Forest  difficulty 6.0 Newtown
Lower Paugussett State Forest  difficulty 6.0 Newtown
Tarrywile Park Beginner difficulty 5.0 *** Danbury
Funny Farm North Beginner difficulty 5.0 * Newtown
Gurski Farm Intermediate difficulty 4.0 *** Brookfield
Blue Trail (Trout Brook Valley)  difficulty 2.0 Westport
Thomaston Dam Easiest difficulty 0.0 *** Thomaston
Rockwell Park  difficulty 0 Bristol

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