50 Trails in Sudbury, Massachusetts
| Trail Name | Difficulty | Length (mi) | Rating | City |
|---|---|---|---|---|
| Lake Whitehall | Advanced | 7.0 |    |
Hopkinton |
| Oak Hill | Advanced | 8.0 | |
Littleton |
| Vaughn Hill/bower Spring Trail System(s) | Advanced | 4.0 | |
Bolton/harvard |
| Rattlesnake Hill | Advanced | 7.0 | |
Bolton |
| Billerica State Forest | Intermediate | 9 | |
Billerica |
| Needham Town Forest | Intermediate | 7.0 | |
Needham |
| Vietnam Trails | Intermediate | 20.0 | |
Milford |
| Mill Pond Conservation Area | Intermediate | 10 | |
Burlington |
| Peppercorn Hill | Intermediate | 3.0 | |
Upton |
| Cold Harbor Brook | Intermediate | 5.0 | |
Northborough |
| Boxborough Area Trails | Intermediate | 10.0 | |
Boxborough |
| Gardner Hill Town Forest | Intermediate | 6.0 | |
Stow |
| Western Greenway | Intermediate | 8.0 | |
Belmont |
| Russell Mill | Intermediate | 7.0 | |
Chelmsford |
| Henry S. Hunnewell Town Forest | Intermediate | 1.0 | |
Natick |
| Nobscot Mtn. | Intermediate | 15.0 | |
Sudbury |
| Beaver Brook North | Intermediate | 4.0 | |
Belmont |
| Landlocked Forest | Intermediate | 7 | |
Burlington |
| Ashland State Park | Intermediate | 7.0 | |
Ashland |
| Hopkinton State Park | Intermediate | 10.0 | |
Hopkinton |
| Horn Pond | Intermediate | 13 | |
Woburn |
| Grafton Land Trust | Intermediate | 20.0 | |
Grafton |
| Mt. Pisgah | Intermediate | 8.0 | |
Northborough |
| Adams Farm | Intermediate | 10.0 | |
Walpole |
| Cutler Park | Beginner | 6 | |
Newton Highlands |
| Belmont Conservation | Beginner | 10.0 | |
Belmont |
| Upton State Forest | Beginner | 12.0 | |
Upton |
| Callahan State Park | Beginner | 10.0 | |
Framingham |
| Great Brook State Park | Beginner | 15.0 | |
Carlise |
| Hale Reservation | Beginner | 10.0 | |
Westwood |
| Whipple Hill | Beginner | 4.0 | |
Lexington |
| Noon Hill Reservation | Beginner | 8.0 | |
Medfield |
| Ayer to Nashua Rail Trail | Beginner | 16.0 | |
Pepperell |
| 10 Mile Groton Town Forest Singletrack Link-up (Groton Town Forest) | Beginner | 10.0 | |
Groton |
| Weston College Land | Beginner | 5.0 | |
Weston |
| Prospect Hill | Beginner | 10.0 | |
Waltham |
| Groton Town Forest | Beginner | 6.0 | |
Leominster |
| Caryl Park | Beginner | 17.0 | |
Dover |
| Rocky Woods | Beginner | 7.0 | |
Medfield |
| Jerico Town Forest | Beginner | 5.0 | |
Weston |
| Charles River Loop | Easiest | 15 | |
Boston |
| Millenium Park | Easiest | 12.0 | |
West Roxbury |
| Fort Rock | 7.0 | |
Littleton | |
| Special Ops (♦) | 0.68 | |
Groton | |
| Chestnut Hill Reservoir Loop | 2 | |
Boston | |
| Libby Trail | 4.0 | |
Westborough | |
| Weston Aquaduct and Unused Rail Loop | 25.0 | |
Weston | |
| Pine Meadow Conservation Area | 5.0 | |
Ayer | |
| South Groton Trails | 10.0 | |
Groton | |
| Littles Brook | 2.0 | |
Burlington |