20 Trails in Westport, Connecticut

Trail Name Difficulty Length (mi) Rating City
Wilton Woods Intermediate difficulty 7.0 **** Wilton
Blue Trail (Trout Brook Valley)  difficulty 2.0 Westport
Trumbull Rail Trail Easiest difficulty 6.0 ** Trumbull
Twin Brooks Park Intermediate difficulty 8 ***** Trumbull
Pequonnock River Valley State Park / Trumbull Intermediate difficulty 15.0 ***** Trumbull
Stillwell Woods Intermediate difficulty 4.0 **** Syosset
Trail View State Park Intermediate difficulty 10.0 **** Syosset
Mianus River Park Intermediate difficulty 10.0 **** Stamford
Bennetts Pond Advanced difficulty 10.0 ***** Ridgefield
Setauket/port Jefferson station greenway Easiest difficulty 4.0 ***** port Jefferson
Rockhouse Hill Sanctuary Intermediate difficulty 12.0 ***** Oxford
Cranberry Park Easiest difficulty 7.0 *** Norwalk`
Monroe Rail Trail  difficulty 8.0 Monroe
Caumsett State Park Easiest difficulty 10.0 **** Lloyd Harbor
Trout Brook Valley Intermediate difficulty 20.0 **** Easton
East Setauket Intermediate difficulty 11.0 ***** East Setauket
Meadowlark Park Intermediate difficulty 6.0 **** East Northport
Farringtons Woods Intermediate difficulty 8.0 **** Danbury
Tarrywile Park Beginner difficulty 5.0 *** Danbury
Collis P Huntington State Park Intermediate difficulty 20.0 *** Bethel

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