38 Trails in Westborough, Massachusetts

Rank Trail Name Difficulty Length (mi) Rating City
1. Vietnam Trails Intermediate difficulty 20.0 **** Milford
2. Leominster State Forest Advanced difficulty 10.0 ***** Princeton
3. Mt. Pisgah Intermediate difficulty 8.0 **** Northborough
4. Rayburn Trails Intermediate difficulty 10.0 **** Millbury
5. Singletary Trails Intermediate difficulty 15.0 **** Millbury
6. Callahan State Park Beginner difficulty 10.0 **** Framingham
7. Plummer's Landing/ Goat Hill Advanced difficulty 15.0 **** Whitinsville
8. Douglas State Forest Intermediate difficulty 27.0 **** Douglas
9. Hodges Village Dam Intermediate difficulty 15.0 **** Oxford
10. Sutton State Forest Intermediate difficulty 12.0 **** Sutton
11. Greenbriar Hodges Village Dam Intermediate difficulty 15.0 **** Oxford
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. Vaughn Hill/bower Spring Trail System(s) Advanced difficulty 4.0 **** Bolton/harvard
20. Henry S. Hunnewell Town Forest Intermediate difficulty 1.0 ***** Natick
21. Boynton Park Intermediate difficulty 3.0 *** Worcester
22. Nobscot Mtn. Intermediate difficulty 15.0 *** Sudbury
23. Rattlesnake Hill Advanced difficulty 7.0 ***** Bolton
24. Cold Harbor Brook Intermediate difficulty 5.0 *** Northborough
25. Boxborough Area Trails Intermediate difficulty 10.0 *** Boxborough
26. Noon Hill Reservation Beginner difficulty 8.0 *** Medfield
27. Beaver Pond Advanced difficulty 7.0 **** Franklin
28. Cascades difficulty 0.0 *** Worcester
29. Lake Whitehall Advanced difficulty 7.0 *** Hopkinton
30. Green Hill Park Advanced difficulty 5.0 **** Worcester
31. Fox Run Intermediate difficulty 5.0 *** No. Oxford
32. Peppercorn Hill Intermediate difficulty 3.0 *** Upton
33. Yellow Beginner difficulty 5.0 *** Worcester
34. Boy Scout Trails Intermediate difficulty 2.0 *** Franklin
35. Gardner Hill Town Forest Intermediate difficulty 6.0 *** Stow
36. Weston Aquaduct and Unused Rail Loop difficulty 25.0 Weston
37. Newton Hill Easiest difficulty 2.0 ** Worcester
38. Libby Trail difficulty 4.0 Westborough

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