43 Trails in Hopkinton, Massachusetts
| Trail Name | Difficulty | Length (mi) | Rating | City |
|---|---|---|---|---|
| Henry S. Hunnewell Town Forest | Intermediate | 1.0 |  |
Natick |
| Diamond Hill State Park | Advanced | 10.0 |  |
Cumberland |
| Rattlesnake Hill | Advanced | 7.0 | |
Bolton |
| Wrentham State Forest | Advanced | 17.0 | |
Wrentham |
| Vietnam Trails | Intermediate | 20.0 |  |
Milford |
| Plummer's Landing/ Goat Hill | Advanced | 15.0 | |
Whitinsville |
| Rayburn Trails | Intermediate | 10.0 | |
Millbury |
| Singletary Trails | Intermediate | 15.0 | |
Millbury |
| F. Gilbert Hills State Park | Intermediate | 11.0 | |
Foxboro |
| Green Hill Park | Advanced | 5.0 | |
Worcester |
| Vaughn Hill/bower Spring Trail System(s) | Advanced | 4.0 | |
Bolton/harvard |
| Hopkinton State Park | Intermediate | 10.0 | |
Hopkinton |
| Prospect Hill | Beginner | 10.0 | |
Waltham |
| Weston College Land | Beginner | 5.0 | |
Weston |
| Mendon Town Forest | Intermediate | 7.0 | |
Mendon |
| Beaver Pond | Advanced | 7.0 | |
Franklin |
| Sutton State Forest | Intermediate | 12.0 | |
Sutton |
| Douglas State Forest | Intermediate | 27.0 | |
Douglas |
| Callahan State Park | Beginner | 10.0 | |
Framingham |
| Mt. Pisgah | Intermediate | 8.0 | |
Northborough |
| Franklin State Forest | Intermediate | 7.0 | |
Franklin State Forest |
| Hale Reservation | Beginner | 10.0 | |
Westwood |
| West Hill Dam | Intermediate | 5.0 | |
Upton |
| Adams Farm | Intermediate | 10.0 | |
Walpole |
| Grafton Land Trust | Intermediate | 20.0 | |
Grafton |
| Ashland State Park | Intermediate | 7.0 | |
Ashland |
| Upton State Forest | Beginner | 12.0 | |
Upton |
| Noon Hill Reservation | Beginner | 8.0 | |
Medfield |
| Middle School Loop | Beginner | 3.0 | |
Nasonville |
| Peppercorn Hill | Intermediate | 3.0 | |
Upton |
| Gardner Hill Town Forest | Intermediate | 6.0 | |
Stow |
| Caryl Park | Beginner | 17.0 | |
Dover |
| Nobscot Mtn. | Intermediate | 15.0 | |
Sudbury |
| Boy Scout Trails | Intermediate | 2.0 | |
Franklin |
| Cold Harbor Brook | Intermediate | 5.0 | |
Northborough |
| Yellow | Beginner | 5.0 | |
Worcester |
| Lake Whitehall | Advanced | 7.0 | |
Hopkinton |
| Rocky Woods | Beginner | 7.0 | |
Medfield |
| Jerico Town Forest | Beginner | 5.0 | |
Weston |
| Weston Aquaduct and Unused Rail Loop | 25.0 | |
Weston | |
| Black Hut Management Area | 11.0 | |
Glendale | |
| Colt Farm | 5.0 | |
North Smithfield | |
| Libby Trail | 4.0 | |
Westborough |