33 Trails in Whitinsville, 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. Rayburn Trails Intermediate difficulty 10.0 **** Millbury
4. Singletary Trails Intermediate difficulty 15.0 **** Millbury
5. Callahan State Park Beginner difficulty 10.0 **** Framingham
6. Plummer's Landing/ Goat Hill Advanced difficulty 15.0 **** Whitinsville
7. Douglas State Forest Intermediate difficulty 27.0 **** Douglas
8. Hodges Village Dam Intermediate difficulty 15.0 **** Oxford
9. Thompson Dam Intermediate difficulty 10.0 **** Thompson
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. Walkabout Trail/george Washington Management Area Intermediate difficulty 8.0 *** Chepachet
20. Boynton Park Intermediate difficulty 3.0 *** Worcester
21. Cold Harbor Brook Intermediate difficulty 5.0 *** Northborough
22. Cascades  difficulty 0.0 *** Worcester
23. Lake Whitehall Advanced difficulty 7.0 *** Hopkinton
24. Green Hill Park Advanced difficulty 5.0 **** Worcester
25. Fox Run Intermediate difficulty 5.0 *** No. Oxford
26. Middle School Loop Beginner difficulty 3.0 *** Nasonville
27. Peppercorn Hill Intermediate difficulty 3.0 *** Upton
28. Yellow Beginner difficulty 5.0 *** Worcester
29. Newton Hill Easiest difficulty 2.0 ** Worcester
30. Colt Farm  difficulty 5.0 North Smithfield
31. Black Hut Management Area  difficulty 11.0 Glendale
32. Durfee Hill  difficulty 5.0 Chepachet
33. Libby Trail  difficulty 4.0 Westborough

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