32 Trails in Upton, Massachusetts
| Rank | Trail Name | Difficulty | Length (mi) | Rating | City |
|---|---|---|---|---|---|
| 1. | Vietnam Trails | Intermediate | 20.0 |   |
Milford |
| 2. | Diamond Hill State Park | Advanced | 10.0 |  |
Cumberland |
| 3. | Mt. Pisgah | Intermediate | 8.0 | |
Northborough |
| 4. | Rayburn Trails | Intermediate | 10.0 | |
Millbury |
| 5. | Singletary Trails | Intermediate | 15.0 | |
Millbury |
| 6. | Callahan State Park | Beginner | 10.0 | |
Framingham |
| 7. | Plummer's Landing/ Goat Hill | Advanced | 15.0 | |
Whitinsville |
| 8. | Douglas State Forest | Intermediate | 27.0 | |
Douglas |
| 9. | Sutton State Forest | Intermediate | 12.0 | |
Sutton |
| 10. | Hopkinton State Park | Intermediate | 10.0 | |
Hopkinton |
| 11. | Franklin State Forest | Intermediate | 7.0 | |
Franklin State Forest |
| 12. | West Hill Dam | Intermediate | 5.0 | |
Upton |
| 13. | Ashland State Park | Intermediate | 7.0 | |
Ashland |
| 14. | Upton State Forest | Beginner | 12.0 | |
Upton |
| 15. | Grafton Land Trust | Intermediate | 20.0 | |
Grafton |
| 16. | Mendon Town Forest | Intermediate | 7.0 | |
Mendon |
| 17. | Walkabout Trail/george Washington Management Area | Intermediate | 8.0 | |
Chepachet |
| 18. | Nobscot Mtn. | Intermediate | 15.0 | |
Sudbury |
| 19. | Cold Harbor Brook | Intermediate | 5.0 | |
Northborough |
| 20. | Beaver Pond | Advanced | 7.0 | |
Franklin |
| 21. | Lake Whitehall | Advanced | 7.0 | |
Hopkinton |
| 22. | Green Hill Park | Advanced | 5.0 | |
Worcester |
| 23. | Middle School Loop | Beginner | 3.0 | |
Nasonville |
| 24. | Peppercorn Hill | Intermediate | 3.0 | |
Upton |
| 25. | Yellow | Beginner | 5.0 | |
Worcester |
| 26. | Boy Scout Trails | Intermediate | 2.0 | |
Franklin |
| 27. | Gardner Hill Town Forest | Intermediate | 6.0 | |
Stow |
| 28. | Weston Aquaduct and Unused Rail Loop | 25.0 | |
Weston | |
| 29. | Newton Hill | Easiest | 2.0 | |
Worcester |
| 30. | Colt Farm | 5.0 | |
North Smithfield | |
| 31. | Black Hut Management Area | 11.0 | |
Glendale | |
| 32. | Libby Trail | 4.0 | |
Westborough |
Know of a new mountain bike trail not listed here? Please tell us about it using this form. Find mountain bike trails near you or for even more trail inspiration and how we ranked the mountain bike trails, see this list of the best mountain bike trails in the world.
