113 Trails in Connecticut

Trail Name Difficulty Length (mi) Rating City
Yale Preserve Intermediate difficulty 6.0 ***** Woodbridge
Gilbert Mountain / Winsted Woods Intermediate difficulty 5.0 ** Winsted
Wilton Woods Intermediate difficulty 7.0 **** Wilton
Blue Trail (Trout Brook Valley) difficulty 2.0 Westport
Outer Loop difficulty 1.0 Westbrook
Inner Loop difficulty 1.0 Westbrook
The Jumps Beginner difficulty 1.0 *** West Hartford
Heublein Tower Beginner difficulty 15.0 *** West Hartford
West Hartford Reservoir Intermediate difficulty 10.0 **** West Hartford
Miller Pond Dam difficulty 2.0 Waterford
Steep Rock Advanced difficulty 7.0 **** Washington
Brentwood Jumps difficulty 0.0 Wallingford
Brentwood Junps difficulty 1.0 Wallingford
Brentwood jumps difficulty 1.0 Wallingford
Tyler Mills Intermediate difficulty 10.0 *** Wallingford
Risley Resovior Loop difficulty 2.0 Vernon
Bigelow Hollow State Park Beginner difficulty 11.0 *** Union
Twin Brooks Park Intermediate difficulty 8 ***** Trumbull
Trumbull Rail Trail Easiest difficulty 6.0 ** Trumbull
Pequonnock River Valley State Park / Trumbull Intermediate difficulty 15.0 ***** Trumbull
Crandall Park Advanced difficulty 8.0 ***** Tolland
Thompson Dam Intermediate difficulty 10.0 **** Thompson
Thomaston Dam Easiest difficulty 0.0 *** Thomaston
Nelson Brook difficulty 2.0 Storrs
Mianus River Park Intermediate difficulty 10.0 **** Stamford
Crescent Lake Intermediate difficulty 6 **** Southington
George C Waldo St Park Intermediate difficulty 7.0 ***** Southbury
Larkin State Bridal Trail Easiest difficulty 10.0 **** Southbury
Rye Street Park difficulty 3 South Windsor
Somers Mountain / Shenipsit SF Advanced difficulty 0.0 **** Somers
Noah Paradise difficulty 10.0 Simsbury
Stratton Brook State Park Intermediate difficulty 5.0 **** Simsbury
Central difficulty 1.0 Simsbury
Hartman Park Intermediate difficulty 6.0 *** Salem
Div Pond difficulty 2 Rocky Hill
Bennetts Pond Advanced difficulty 10.0 ***** Ridgefield
Rockhouse Hill Sanctuary Intermediate difficulty 12.0 ***** Oxford
Old Saybrook Preserve Intermediate difficulty 20.0 **** Old Saybrook
Blue and Red trails Intermediate difficulty 5.0 **** Old Saybrook
Mile Creek Preserve Easiest difficulty 2.0 ***** Old Lyme
Champlain Open Space Intermediate difficulty 5.0 **** Old Lyme
Hyper Coiler difficulty 5.0 Old Lyme
Cranberry Park Easiest difficulty 7.0 *** Norwalk`
Rocky Neck State Park Intermediate difficulty 4.0 **** Niantic
Dingle Brook Trail difficulty 6.0 *** Newtown
Funny Farm North Beginner difficulty 5.0 * Newtown
Upper Paugussett State Forest difficulty 6.0 Newtown
Lower Paugussett State Forest difficulty 6.0 Newtown
East Rock Park Intermediate difficulty 5.0 ***** New Haven
West Rocks State Park Intermediate difficulty 12.0 *** New Haven

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