29 Trails in Middlefield, 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. Nassahegan State Forest Intermediate difficulty 15.0 ***** Burlington
4. West Hartford Reservoir Intermediate difficulty 10.0 **** West Hartford
5. Case Mountain Intermediate difficulty 33.0 **** Manchester
6. River Highlands State Park / Cromwell Creek Beginner difficulty 7.0 ***** Cromwell
7. Middlesex Community College Intermediate difficulty 20.0 ***** Middletown
8. Cockaponset State Forest Advanced difficulty 20.0 **** Chester
9. Westwoods Intermediate difficulty 30.0 **** Guilford
10. Wadsworth State Park Intermediate difficulty 5.0 **** Middletown
11. Meshomasic State Forest Intermediate difficulty 30.0 ***** East Hampton
12. Crescent Lake Intermediate difficulty 6 **** Southington
13. Tyler Mills Intermediate difficulty 10.0 *** Wallingford
14. Hurd State Park Intermediate difficulty 12.0 **** East Hampton
15. West Rocks State Park Intermediate difficulty 12.0 *** New Haven
16. Winding Trails Beginner difficulty 5.0 *** Farmington
17. East Rock Park Intermediate difficulty 5.0 ***** New Haven
18. Supply Ponds Intermediate difficulty 10.0 *** Branford
19. Cheshire Lock 12 Easiest difficulty 18.0 ***** Cheshire
20. Genesee Recreation Area Beginner difficulty 10.0 *** Madison
21. Powder Ridge Bike Park Intermediate difficulty 0 *** Middlefield
22. Brotherin Trail System Intermediate difficulty 4.0 *** Madison
23. Stony Creek Quarry Preserve Intermediate difficulty 10.0 *** Branford
24. Brooksvale Park And Naugatuck State Forest Advanced difficulty 10.0 ** Hamden
25. Farmington Canal Heritage Trail Easiest difficulty 5.0 * Hamden
26. Corn Fields Easiest difficulty 3.0 ** Madison
27. Red Trail difficulty 1.0 East Hampton
28. Timberlands difficulty 5.0 Madison
29. Div Pond difficulty 2 Rocky Hill

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