36 Trails in Worcester, Massachusetts

Rank Trail Name Difficulty Length (mi) Rating City
1. Leominster State Forest Advanced difficulty 10.0 ***** Princeton
2. Mt. Pisgah Intermediate difficulty 8.0 **** Northborough
3. Rayburn Trails Intermediate difficulty 10.0 **** Millbury
4. Singletary Trails Intermediate difficulty 15.0 **** Millbury
5. Plummer's Landing/ Goat Hill Advanced difficulty 15.0 **** Whitinsville
6. Douglas State Forest Intermediate difficulty 27.0 **** Douglas
7. Hodges Village Dam Intermediate difficulty 15.0 **** Oxford
8. Wells State Park Intermediate difficulty 10.0 **** Sturbridge
9. Sutton State Forest Intermediate difficulty 12.0 **** Sutton
10. Greenbriar Hodges Village Dam Intermediate difficulty 15.0 **** Oxford
11. Hopkinton State Park Intermediate difficulty 10.0 **** Hopkinton
12. West Hill Dam Intermediate difficulty 5.0 **** Upton
13. Upton State Forest Beginner difficulty 12.0 *** Upton
14. Rutland State Forest Beginner difficulty 6.0 *** Rutland
15. Grafton Land Trust Intermediate difficulty 20.0 *** Grafton
16. Mendon Town Forest Intermediate difficulty 7.0 **** Mendon
17. Oak Hill Advanced difficulty 8.0 **** Littleton
18. Vaughn Hill/bower Spring Trail System(s) Advanced difficulty 4.0 **** Bolton/harvard
19. Boynton Park Intermediate difficulty 3.0 *** Worcester
20. Rattlesnake Hill Advanced difficulty 7.0 ***** Bolton
21. Cold Harbor Brook Intermediate difficulty 5.0 *** Northborough
22. Boxborough Area Trails Intermediate difficulty 10.0 *** Boxborough
23. Buffumville Lake Intermediate difficulty 7.0 *** Oxford
24. Cascades  difficulty 0.0 *** Worcester
25. Lake Whitehall Advanced difficulty 7.0 *** Hopkinton
26. Green Hill Park Advanced difficulty 5.0 **** Worcester
27. Fox Run Intermediate difficulty 5.0 *** No. Oxford
28. Peppercorn Hill Intermediate difficulty 3.0 *** Upton
29. Yellow Beginner difficulty 5.0 *** Worcester
30. Ware River Rail trail  difficulty 7.0 *** Barre
31. Howe State Park Beginner difficulty 3.0 ** Spencer
32. Newton Hill Easiest difficulty 2.0 ** Worcester
33. Blackstone River Heritage Canal  difficulty 8.0 Uxbridge/northbridge
34. Covered Bridge  difficulty 3.0 Barre
35. Corridor 71  difficulty 10.0 Spencer
36. Libby Trail  difficulty 4.0 Westborough

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