21 Trails in Stamford, Connecticut

Rank Trail Name Difficulty Length (mi) Rating City
1. Graham Hills Intermediate difficulty 7.0 **** Pleasantville
2. Stillwell Woods Intermediate difficulty 4.0 **** Syosset
3. Meadowlark Park Intermediate difficulty 6.0 **** East Northport
4. Bennetts Pond Advanced difficulty 10.0 ***** Ridgefield
5. Trail View State Park Intermediate difficulty 10.0 **** Syosset
6. Trout Brook Valley Intermediate difficulty 20.0 **** Easton
7. Mianus River Park Intermediate difficulty 10.0 **** Stamford
8. Wilton Woods Intermediate difficulty 7.0 **** Wilton
9. Edgewood Preserve Beginner difficulty 10.0 *** Deer Park
10. Caumsett State Park Easiest difficulty 10.0 **** Lloyd Harbor
11. Yorktown Trails System  difficulty 5.0 Yorktown
12. Hempstead Harbor Woods Beginner difficulty 2.0 **** Port Washington
13. North Country Trailway Easiest difficulty 22.0 ***** Millwood
14. Collis P Huntington State Park Intermediate difficulty 20.0 *** Bethel
15. Tarrytown Lakes Beginner difficulty 10.0 ***** Tarrytown
16. Manetto Hills Intermediate difficulty 3.0 *** Plainview
17. Tarrywile Park Beginner difficulty 5.0 *** Danbury
18. Sylvan Glen Park Preserve (Yorktown Trails System)  difficulty 7.0 ***** Mohegan Lake
19. Granite Knolls (Yorktown Trails System) Beginner difficulty 7.0 **** Mohegan Lake
20. Cranberry Park Easiest difficulty 7.0 *** Norwalk`
21. Blue Trail (Trout Brook Valley)  difficulty 2.0 Westport

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