32 Trails in Milton, Massachusetts
| Trail Name | Difficulty | Length (mi) | Rating | City |
|---|---|---|---|---|
| Wrentham State Forest | Advanced | 17.0 |   |
Wrentham |
| Wompatuck State Park | Intermediate | 15.0 |  |
Hingham |
| Lynn Woods Reservation | Intermediate | 0 | |
Saugus |
| Middlesex Fells Reservation | Intermediate | 8.0 | |
Winchester |
| Horn Pond | Intermediate | 13 | |
Woburn |
| F. Gilbert Hills State Park | Intermediate | 11.0 | |
Foxboro |
| Landlocked Forest | Intermediate | 7 | |
Burlington |
| Borderland State Park | Intermediate | 7.0 | |
Sharon |
| Cutler Park | Beginner | 6 | |
Newton Highlands |
| Prospect Hill | Beginner | 10.0 | |
Waltham |
| Western Greenway | Intermediate | 8.0 | |
Belmont |
| Weston College Land | Beginner | 5.0 | |
Weston |
| Beaver Brook North | Intermediate | 4.0 | |
Belmont |
| Blue Hills | Intermediate | 5.0 | |
Milton |
| Hale Reservation | Beginner | 10.0 | |
Westwood |
| Adams Farm | Intermediate | 10.0 | |
Walpole |
| Needham Town Forest | Intermediate | 7.0 | |
Needham |
| Belmont Conservation | Beginner | 10.0 | |
Belmont |
| Ames Nowell | Intermediate | 10.0 | |
Abington |
| Whitney And Thayer Woods/weir River Farm | Beginner | 10.0 | |
Cohasset |
| Whipple Hill | Beginner | 4.0 | |
Lexington |
| Noon Hill Reservation | Beginner | 8.0 | |
Medfield |
| Caryl Park | Beginner | 17.0 | |
Dover |
| World's End | Beginner | 5.0 | |
Hingham |
| Charles River Loop | Easiest | 15 | |
Boston |
| Rocky Woods | Beginner | 7.0 | |
Medfield |
| Beals Cove Park | Beginner | 5.0 | |
Hingham |
| Great Esker Park | Intermediate | 5.0 | |
Weymouth |
| Jerico Town Forest | Beginner | 5.0 | |
Weston |
| Millenium Park | Easiest | 12.0 | |
West Roxbury |
| Weston Aquaduct and Unused Rail Loop | 25.0 | |
Weston | |
| Chestnut Hill Reservoir Loop | 2 | |
Boston |