39 Trails in Ashland, Massachusetts

Rank Trail Name Difficulty Length (mi) Rating City
1. Vietnam Trails Intermediate difficulty 20.0 **** Milford
2. Landlocked Forest Intermediate difficulty 7 **** Burlington
3. Mt. Pisgah Intermediate difficulty 8.0 **** Northborough
4. F. Gilbert Hills State Park Intermediate difficulty 11.0 **** Foxboro
5. Callahan State Park Beginner difficulty 10.0 **** Framingham
6. Plummer's Landing/ Goat Hill Advanced difficulty 15.0 **** Whitinsville
7. Adams Farm Intermediate difficulty 10.0 **** Walpole
8. Belmont Conservation Beginner difficulty 10.0 *** Belmont
9. Needham Town Forest Intermediate difficulty 7.0 *** Needham
10. Wrentham State Forest Advanced difficulty 17.0 ***** Wrentham
11. Sutton State Forest Intermediate difficulty 12.0 **** Sutton
12. Weston College Land Beginner difficulty 5.0 **** Weston
13. Hale Reservation Beginner difficulty 10.0 **** Westwood
14. Hopkinton State Park Intermediate difficulty 10.0 **** Hopkinton
15. Franklin State Forest Intermediate difficulty 7.0 **** Franklin State Forest
16. West Hill Dam Intermediate difficulty 5.0 **** Upton
17. Ashland State Park Intermediate difficulty 7.0 *** Ashland
18. Prospect Hill Beginner difficulty 10.0 **** Waltham
19. Upton State Forest Beginner difficulty 12.0 *** Upton
20. Grafton Land Trust Intermediate difficulty 20.0 *** Grafton
21. Mendon Town Forest Intermediate difficulty 7.0 **** Mendon
22. Beaver Brook North Intermediate difficulty 4.0 **** Belmont
23. Vaughn Hill/bower Spring Trail System(s) Advanced difficulty 4.0 **** Bolton/harvard
24. Henry S. Hunnewell Town Forest Intermediate difficulty 1.0 ***** Natick
25. Caryl Park Beginner difficulty 17.0 *** Dover
26. Nobscot Mtn. Intermediate difficulty 15.0 *** Sudbury
27. Rattlesnake Hill Advanced difficulty 7.0 ***** Bolton
28. Cold Harbor Brook Intermediate difficulty 5.0 *** Northborough
29. Boxborough Area Trails Intermediate difficulty 10.0 *** Boxborough
30. Noon Hill Reservation Beginner difficulty 8.0 *** Medfield
31. Beaver Pond Advanced difficulty 7.0 **** Franklin
32. Rocky Woods Beginner difficulty 7.0 ** Medfield
33. Lake Whitehall Advanced difficulty 7.0 *** Hopkinton
34. Peppercorn Hill Intermediate difficulty 3.0 *** Upton
35. Boy Scout Trails Intermediate difficulty 2.0 *** Franklin
36. Gardner Hill Town Forest Intermediate difficulty 6.0 *** Stow
37. Jerico Town Forest Beginner difficulty 5.0 ** Weston
38. Weston Aquaduct and Unused Rail Loop  difficulty 25.0 Weston
39. Libby Trail  difficulty 4.0 Westborough

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