221 Trails in Massachusetts
| Trail Name | Difficulty | Length (mi) | Rating | City |
|---|---|---|---|---|
| Plummer's Landing/ Goat Hill | Advanced | 15.0 |   |
Whitinsville |
| Pratt Farm | Beginner | 6.0 | |
Middleboro |
| Prospect Hill | Beginner | 10.0 | |
Waltham |
| Provin Mountain | 3.0 | |
Feeding Hills | |
| Purple Trail | 2.0 | |
Edgartown | |
| Race Leading | 4.0 | |
Amherst | |
| Rattlesnake Hill | Advanced | 7.0 |  |
Bolton |
| Rayburn Trails | Intermediate | 10.0 | |
Millbury |
| Reading Town Forest | 5.0 | |
Reading | |
| Red Zone (Charlemont trails) | Advanced | 3.0 | |
Charlemont |
| Religious Trails | Beginner | 5.0 | |
In Attleboro |
| Ripleys Field | 3.0 | |
Vineyard Haven | |
| Robinson state park | Intermediate | 25.0 | |
Agawam |
| Rock wood | 0.2 | |
Mendon | |
| Rocky Mountain And Highland Park | Beginner | 30.0 | |
Greenfield |
| Rocky Woods | Beginner | 7.0 | |
Medfield |
| Root Ball (Harold Parker State Forest) | 0.29 | |
Andover | |
| Russell Mill | Intermediate | 7.0 | |
Chelmsford |
| Rutland State Forest | Beginner | 6.0 | |
Rutland |
| Sandy Neck Beach | 10.0 | |
Barnstable | |
| Savoy Mountain | 3.0 | |
Savoy Mtn State Park (North Adams) | |
| Sawmill Hills Conservation Area | Intermediate | 8.0 | |
Northampton |
| Sha-nah-nah | 0.0 | |
Wilbraham | |
| Shawme-Crowell State Forest | 10.0 | |
Sandwich | |
| Sheep Pond Woodland Hills Conservation | 3.0 | |
Brewster | |
| Singletary Trails | Intermediate | 15.0 | |
Millbury |
| South Groton Trails | 10.0 | |
Groton | |
| Special Ops (♦) | 0.68 | |
Groton | |
| Springside park | 4.0 | |
Pittsfield | |
| Sugarloaf Mt/Pucumtuck trail | 5.0 | |
South Deerfield | |
| Sutton State Forest | Intermediate | 12.0 | |
Sutton |
| Sutton Water Works | Intermediate | 5.0 | |
Sutton |
| Swan Pond Road Trails | Easiest | 7 | |
Middleton |
| Talbot Trails | Advanced | 8.0 | |
Northboro |
| Tantasqua jr high | 15.0 | |
Fiskdale | |
| The Boulders | Beginner | 6.0 | |
Dalton |
| The Groton Wildlife Sanctury/Lawrence Woods | 10.0 | |
Groton | |
| Thunder Mountain Bike Park (Berkshire East) | Advanced | 5.0 | |
Charlemont |
| Tisbury Meadow | 7.0 | |
Vineyard Haven | |
| Townsend State Forest | Beginner | 15.0 | |
Townsend |
| Tully Lake | Advanced | 0.0 | |
Royalston |
| Unknown | 3.0 | |
Hadley | |
| Upton State Forest | Beginner | 12.0 | |
Upton |
| Vaughn Hill/bower Spring Trail System(s) | Advanced | 4.0 | |
Bolton/harvard |
| Vietnam Trails | Intermediate | 20.0 | |
Milford |
| Village Park/ Abrams Rock | Intermediate | 5.0 | |
Swansea |
| Volunteer Park/Chatham Ponds | Beginner | 7.0 | |
Chatham |
| Ward Reservation | Intermediate | 12.0 | |
Andover |
| Ware River Rail trail | 7.0 | |
Barre | |
| Waskosims Rock | 5.0 | |
West Tisbury |
