18 Trails in Woodbridge, Connecticut

Rank Trail Name Difficulty Length (mi) Rating City
1. Pequonnock River Valley State Park / Trumbull Intermediate difficulty 15.0 ***** Trumbull
2. Westwoods Intermediate difficulty 30.0 **** Guilford
3. Larkin State Bridal Trail Easiest difficulty 10.0 **** Southbury
4. Tyler Mills Intermediate difficulty 10.0 *** Wallingford
5. West Rocks State Park Intermediate difficulty 12.0 *** New Haven
6. Twin Brooks Park Intermediate difficulty 8 ***** Trumbull
7. East Rock Park Intermediate difficulty 5.0 ***** New Haven
8. Rockhouse Hill Sanctuary Intermediate difficulty 12.0 ***** Oxford
9. Supply Ponds Intermediate difficulty 10.0 *** Branford
10. Yale Preserve Intermediate difficulty 6.0 ***** Woodbridge
11. Cheshire Lock 12 Easiest difficulty 18.0 ***** Cheshire
12. Middlebury Greenway Easiest difficulty 10.0 **** Middlebury
13. Racebrook Tract  difficulty 11.0 *** Middletown
14. Brooksvale Park And Naugatuck State Forest Advanced difficulty 10.0 ** Hamden
15. Trumbull Rail Trail Easiest difficulty 6.0 ** Trumbull
16. Farmington Canal Heritage Trail Easiest difficulty 5.0 * Hamden
17. Lower Paugussett State Forest  difficulty 6.0 Newtown
18. Monroe Rail Trail  difficulty 8.0 Monroe

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