32 Trails in Medfield, Massachusetts

Rank Trail Name Difficulty Length (mi) Rating City
1. Vietnam Trails Intermediate difficulty 20.0 **** Milford
2. Diamond Hill State Park Advanced difficulty 10.0 ***** Cumberland
3. Cutler Park Beginner difficulty 6 **** Newton Highlands
4. F. Gilbert Hills State Park Intermediate difficulty 11.0 **** Foxboro
5. Blue Hills Intermediate difficulty 5.0 **** Milton
6. Borderland State Park Intermediate difficulty 7.0 **** Sharon
7. Callahan State Park Beginner difficulty 10.0 **** Framingham
8. Adams Farm Intermediate difficulty 10.0 **** Walpole
9. Western Greenway Intermediate difficulty 8.0 **** Belmont
10. Belmont Conservation Beginner difficulty 10.0 *** Belmont
11. Needham Town Forest Intermediate difficulty 7.0 *** Needham
12. Wrentham State Forest Advanced difficulty 17.0 ***** Wrentham
13. Weston College Land Beginner difficulty 5.0 **** Weston
14. Hale Reservation Beginner difficulty 10.0 **** Westwood
15. Hopkinton State Park Intermediate difficulty 10.0 **** Hopkinton
16. Franklin State Forest Intermediate difficulty 7.0 **** Franklin State Forest
17. Ashland State Park Intermediate difficulty 7.0 *** Ashland
18. Prospect Hill Beginner difficulty 10.0 **** Waltham
19. Beaver Brook North Intermediate difficulty 4.0 **** Belmont
20. Charles River Loop Easiest difficulty 15 ** Boston
21. Henry S. Hunnewell Town Forest Intermediate difficulty 1.0 ***** Natick
22. Caryl Park Beginner difficulty 17.0 *** Dover
23. Nobscot Mtn. Intermediate difficulty 15.0 *** Sudbury
24. Noon Hill Reservation Beginner difficulty 8.0 *** Medfield
25. Beaver Pond Advanced difficulty 7.0 **** Franklin
26. Rocky Woods Beginner difficulty 7.0 ** Medfield
27. Boy Scout Trails Intermediate difficulty 2.0 *** Franklin
28. Millenium Park Easiest difficulty 12.0 * West Roxbury
29. Jerico Town Forest Beginner difficulty 5.0 ** Weston
30. Weston Aquaduct and Unused Rail Loop difficulty 25.0 Weston
31. Colt Farm difficulty 5.0 North Smithfield
32. Chestnut Hill Reservoir Loop difficulty 2 Boston

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