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