41 Trails in Weston, Massachusetts
| Trail Name | Difficulty | Length (mi) | Rating | City |
|---|---|---|---|---|
| Whipple Hill | Beginner | 4.0 |   |
Lexington |
| Weston College Land | Beginner | 5.0 | |
Weston |
| Weston Aquaduct and Unused Rail Loop | 25.0 | |
Weston | |
| Western Greenway | Intermediate | 8.0 | |
Belmont |
| Vietnam Trails | Intermediate | 20.0 | |
Milford |
| Special Ops (♦) | 0.68 | |
Groton | |
| Russell Mill | Intermediate | 7.0 | |
Chelmsford |
| Rocky Woods | Beginner | 7.0 | |
Medfield |
| Reading Town Forest | 5.0 | |
Reading | |
| Prospect Hill | Beginner | 10.0 | |
Waltham |
| Oak Hill | Advanced | 8.0 | |
Littleton |
| Noon Hill Reservation | Beginner | 8.0 | |
Medfield |
| Nobscot Mtn. | Intermediate | 15.0 | |
Sudbury |
| Needham Town Forest | Intermediate | 7.0 | |
Needham |
| Millenium Park | Easiest | 12.0 | |
West Roxbury |
| Mill Pond Conservation Area | Intermediate | 10 |  |
Burlington |
| Middlesex Fells Reservation | Intermediate | 8.0 | |
Winchester |
| Littles Brook | 2.0 | |
Burlington | |
| Landlocked Forest | Intermediate | 7 | |
Burlington |
| Jerico Town Forest | Beginner | 5.0 | |
Weston |
| Horn Pond | Intermediate | 13 | |
Woburn |
| Hopkinton State Park | Intermediate | 10.0 | |
Hopkinton |
| Hitchinpost Greens | 1.0 | |
Westford | |
| Henry S. Hunnewell Town Forest | Intermediate | 1.0 | |
Natick |
| Harold Parker State Forest | Advanced | 35 | |
Andover |
| Hale Reservation | Beginner | 10.0 | |
Westwood |
| Great Brook State Park | Beginner | 15.0 | |
Carlise |
| Gardner Hill Town Forest | Intermediate | 6.0 | |
Stow |
| Fort Rock | 7.0 | |
Littleton | |
| Cutler Park | Beginner | 6 | |
Newton Highlands |
| Chestnut Hill Reservoir Loop | 2 | |
Boston | |
| Charles River Loop | Easiest | 15 | |
Boston |
| Caryl Park | Beginner | 17.0 | |
Dover |
| Callahan State Park | Beginner | 10.0 | |
Framingham |
| Boxborough Area Trails | Intermediate | 10.0 | |
Boxborough |
| Blue Hills | Intermediate | 5.0 | |
Milton |
| Billerica State Forest | Intermediate | 9 | |
Billerica |
| Belmont Conservation | Beginner | 10.0 | |
Belmont |
| Beaver Brook North | Intermediate | 4.0 | |
Belmont |
| Ashland State Park | Intermediate | 7.0 | |
Ashland |
| Adams Farm | Intermediate | 10.0 | |
Walpole |