51 Trails in Sudbury, Massachusetts
| Rank | Trail Name | Difficulty | Length (mi) | Rating | City |
|---|---|---|---|---|---|
| 1. | Vietnam Trails | Intermediate | 20.0 |   |
Milford |
| 2. | Russell Mill | Intermediate | 7.0 | |
Chelmsford |
| 3. | Landlocked Forest | Intermediate | 7 | |
Burlington |
| 4. | Mt. Pisgah | Intermediate | 8.0 |  |
Northborough |
| 5. | Cutler Park | Beginner | 6 | |
Newton Highlands |
| 6. | Billerica State Forest | Intermediate | 9 | |
Billerica |
| 7. | Callahan State Park | Beginner | 10.0 | |
Framingham |
| 8. | Adams Farm | Intermediate | 10.0 | |
Walpole |
| 9. | Western Greenway | Intermediate | 8.0 | |
Belmont |
| 10. | Belmont Conservation | Beginner | 10.0 | |
Belmont |
| 11. | Needham Town Forest | Intermediate | 7.0 | |
Needham |
| 12. | Mill Pond Conservation Area | Intermediate | 10 | |
Burlington |
| 13. | Horn Pond | Intermediate | 13 | |
Woburn |
| 14. | Great Brook State Park | Beginner | 15.0 | |
Carlise |
| 15. | Weston College Land | Beginner | 5.0 | |
Weston |
| 16. | Hopkinton State Park | Intermediate | 10.0 | |
Hopkinton |
| 17. | Hale Reservation | Beginner | 10.0 | |
Westwood |
| 18. | Ashland State Park | Intermediate | 7.0 | |
Ashland |
| 19. | Groton Town Forest | Beginner | 6.0 | |
Leominster |
| 20. | Prospect Hill | Beginner | 10.0 | |
Waltham |
| 21. | Upton State Forest | Beginner | 12.0 | |
Upton |
| 22. | Grafton Land Trust | Intermediate | 20.0 | |
Grafton |
| 23. | Oak Hill | Advanced | 8.0 | |
Littleton |
| 24. | Beaver Brook North | Intermediate | 4.0 | |
Belmont |
| 25. | Charles River Loop | Easiest | 15 | |
Boston |
| 26. | Vaughn Hill/bower Spring Trail System(s) | Advanced | 4.0 | |
Bolton/harvard |
| 27. | Henry S. Hunnewell Town Forest | Intermediate | 1.0 | |
Natick |
| 28. | Caryl Park | Beginner | 17.0 | |
Dover |
| 29. | Nobscot Mtn. | Intermediate | 15.0 | |
Sudbury |
| 30. | Rattlesnake Hill | Advanced | 7.0 | |
Bolton |
| 31. | Cold Harbor Brook | Intermediate | 5.0 | |
Northborough |
| 32. | 10 Mile Groton Town Forest Singletrack Link-up (Groton Town Forest) | Beginner | 10.0 | |
Groton |
| 33. | Whipple Hill | Beginner | 4.0 | |
Lexington |
| 34. | Boxborough Area Trails | Intermediate | 10.0 | |
Boxborough |
| 35. | Noon Hill Reservation | Beginner | 8.0 | |
Medfield |
| 36. | Rocky Woods | Beginner | 7.0 | |
Medfield |
| 37. | Lake Whitehall | Advanced | 7.0 | |
Hopkinton |
| 38. | Peppercorn Hill | Intermediate | 3.0 | |
Upton |
| 39. | Gardner Hill Town Forest | Intermediate | 6.0 | |
Stow |
| 40. | Millenium Park | Easiest | 12.0 | |
West Roxbury |
| 41. | Jerico Town Forest | Beginner | 5.0 | |
Weston |
| 42. | Hitchinpost Greens | 1.0 | |
Westford | |
| 43. | Weston Aquaduct and Unused Rail Loop | 25.0 | |
Weston | |
| 44. | Pine Meadow Conservation Area | 5.0 | |
Ayer | |
| 45. | Littles Brook | 2.0 | |
Burlington | |
| 46. | South Groton Trails | 10.0 | |
Groton | |
| 47. | Ayer to Nashua Rail Trail | Beginner | 16.0 | |
Pepperell |
| 48. | Libby Trail | 4.0 | |
Westborough | |
| 49. | Fort Rock | 7.0 | |
Littleton | |
| 50. | Chestnut Hill Reservoir Loop | 2 | |
Boston |
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