221 Trails in Massachusetts
| Trail Name | Difficulty | Length (mi) | Rating | City |
|---|---|---|---|---|
| Weir hill | Easiest | 5.0 |   |
North Andover |
| Wellfleet Ponds | Beginner | 20.0 | |
Wellfleet |
| Wells State Park | Intermediate | 10.0 |  |
Sturbridge |
| Wendell State Forest | Intermediate | 17.0 | |
Wendell |
| West Barnstable Conservation Area | Intermediate | 12.0 | |
West Barnstable |
| West Hill Dam | Intermediate | 5.0 | |
Upton |
| Western Greenway | Intermediate | 8.0 | |
Belmont |
| Weston Aquaduct and Unused Rail Loop | 25.0 | |
Weston | |
| Weston College Land | Beginner | 5.0 | |
Weston |
| Whipple Hill | Beginner | 4.0 | |
Lexington |
| Whites Reservior | 16.0 | |
Westhampton | |
| Whitney And Thayer Woods/weir River Farm | Beginner | 10.0 | |
Cohasset |
| Wilbraham/Hampden Loop | Intermediate | 6.0 | |
Springfield |
| Willow Street Trails | Intermediate | 15.0 | |
Yarmouth |
| Willowdale Forest | Beginner | 20.0 | |
Wenham |
| Wma Trail | Beginner | 3.0 | |
Wilbraham |
| Wolftree trail, Bittersweet,Dragon tail, Dave's Pass, Moonwort | 6.0 | |
Adams | |
| Wompatuck State Park | Intermediate | 15.0 | |
Hingham |
| World's End | Beginner | 5.0 | |
Hingham |
| Wrentham State Forest | Advanced | 17.0 | |
Wrentham |
| Yellow | Beginner | 5.0 | |
Worcester |
