27 Trails in Madison, Connecticut

Rank Trail Name Difficulty Length (mi) Rating City
1. Rockland Preserve Intermediate difficulty 25.0 **** Madison
2. Millers Pond Advanced difficulty 5.0 ***** Durham
3. River Highlands State Park / Cromwell Creek Beginner difficulty 7.0 ***** Cromwell
4. Middlesex Community College Intermediate difficulty 20.0 ***** Middletown
5. Cockaponset State Forest Advanced difficulty 20.0 **** Chester
6. Grayville Falls Town Park Advanced difficulty 8.0 ***** Hebron
7. Westwoods Intermediate difficulty 30.0 **** Guilford
8. Wadsworth State Park Intermediate difficulty 5.0 **** Middletown
9. Crescent Lake Intermediate difficulty 6 **** Southington
10. Tyler Mills Intermediate difficulty 10.0 *** Wallingford
11. Hurd State Park Intermediate difficulty 12.0 **** East Hampton
12. Hartman Park Intermediate difficulty 6.0 *** Salem
13. Supply Ponds Intermediate difficulty 10.0 *** Branford
14. Old Saybrook Preserve Intermediate difficulty 20.0 **** Old Saybrook
15. Salmon River State Forest Intermediate difficulty 7.0 *** Colchester
16. Day Pond Intermediate difficulty 7.0 ***** Colchester
17. Genesee Recreation Area Beginner difficulty 10.0 *** Madison
18. Devil's Hopyard Expert difficulty 12.0 *** East Haddam
19. Powder Ridge Bike Park Intermediate difficulty 0 *** Middlefield
20. Brotherin Trail System Intermediate difficulty 4.0 *** Madison
21. Stony Creek Quarry Preserve Intermediate difficulty 10.0 *** Branford
22. Canfield  difficulty 6.0 **** Deep RIver
23. Corn Fields Easiest difficulty 3.0 ** Madison
24. Red Trail  difficulty 1.0 East Hampton
25. Timberlands  difficulty 5.0 Madison
26. Outer Loop  difficulty 1.0 Westbrook
27. Inner Loop  difficulty 1.0 Westbrook

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