35 Trails in Milford, 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. Mt. Pisgah Intermediate difficulty 8.0 **** Northborough
4. F. Gilbert Hills State Park Intermediate difficulty 11.0 **** Foxboro
5. Rayburn Trails Intermediate difficulty 10.0 **** Millbury
6. Callahan State Park Beginner difficulty 10.0 **** Framingham
7. Plummer's Landing/ Goat Hill Advanced difficulty 15.0 **** Whitinsville
8. Adams Farm Intermediate difficulty 10.0 **** Walpole
9. Wrentham State Forest Advanced difficulty 17.0 ***** Wrentham
10. Sutton State Forest Intermediate difficulty 12.0 **** Sutton
11. Weston College Land Beginner difficulty 5.0 **** Weston
12. Hopkinton State Park Intermediate difficulty 10.0 **** Hopkinton
13. Franklin State Forest Intermediate difficulty 7.0 **** Franklin State Forest
14. West Hill Dam Intermediate difficulty 5.0 **** Upton
15. Ashland State Park Intermediate difficulty 7.0 *** Ashland
16. Upton State Forest Beginner difficulty 12.0 *** Upton
17. Grafton Land Trust Intermediate difficulty 20.0 *** Grafton
18. Mendon Town Forest Intermediate difficulty 7.0 **** Mendon
19. Walkabout Trail/george Washington Management Area Intermediate difficulty 8.0 *** Chepachet
20. Henry S. Hunnewell Town Forest Intermediate difficulty 1.0 ***** Natick
21. Nobscot Mtn. Intermediate difficulty 15.0 *** Sudbury
22. Cold Harbor Brook Intermediate difficulty 5.0 *** Northborough
23. Noon Hill Reservation Beginner difficulty 8.0 *** Medfield
24. Beaver Pond Advanced difficulty 7.0 **** Franklin
25. Rocky Woods Beginner difficulty 7.0 ** Medfield
26. Lake Whitehall Advanced difficulty 7.0 *** Hopkinton
27. Middle School Loop Beginner difficulty 3.0 *** Nasonville
28. Peppercorn Hill Intermediate difficulty 3.0 *** Upton
29. Yellow Beginner difficulty 5.0 *** Worcester
30. Boy Scout Trails Intermediate difficulty 2.0 *** Franklin
31. Jerico Town Forest Beginner difficulty 5.0 ** Weston
32. Weston Aquaduct and Unused Rail Loop difficulty 25.0 Weston
33. Colt Farm difficulty 5.0 North Smithfield
34. Black Hut Management Area difficulty 11.0 Glendale
35. Libby Trail difficulty 4.0 Westborough

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