38 Trails in Dover, Massachusetts

Trail Name Difficulty Length (mi) Rating City
Weston Aquaduct and Unused Rail Loop 25.0 Weston
Vietnam Trails Intermediate 20.0 **** Milford
Caryl Park Beginner 17.0 *** Dover
Wrentham State Forest Advanced 17.0 ***** Wrentham
Nobscot Mtn. Intermediate 15.0 *** Sudbury
Charles River Loop Easiest 15 ** Boston
Horn Pond Intermediate 13 **** Woburn
Millenium Park Easiest 12.0 * West Roxbury
F. Gilbert Hills State Park Intermediate 11.0 **** Foxboro
Adams Farm Intermediate 10.0 **** Walpole
Diamond Hill State Park Advanced 10.0 ***** Cumberland
Belmont Conservation Beginner 10.0 *** Belmont
Boxborough Area Trails Intermediate 10.0 *** Boxborough
Hopkinton State Park Intermediate 10.0 **** Hopkinton
Hale Reservation Beginner 10.0 **** Westwood
Prospect Hill Beginner 10.0 **** Waltham
Callahan State Park Beginner 10.0 **** Framingham
Middlesex Fells Reservation Intermediate 8.0 **** Winchester
Noon Hill Reservation Beginner 8.0 *** Medfield
Western Greenway Intermediate 8.0 **** Belmont
Borderland State Park Intermediate 7.0 **** Sharon
Rocky Woods Beginner 7.0 ** Medfield
Landlocked Forest Intermediate 7 **** Burlington
Needham Town Forest Intermediate 7.0 *** Needham
Beaver Pond Advanced 7.0 **** Franklin
Ashland State Park Intermediate 7.0 *** Ashland
Franklin State Forest Intermediate 7.0 **** Franklin State Forest
Cutler Park Beginner 6 **** Newton Highlands
Gardner Hill Town Forest Intermediate 6.0 *** Stow
Weston College Land Beginner 5.0 **** Weston
Blue Hills Intermediate 5.0 **** Milton
Jerico Town Forest Beginner 5.0 ** Weston
Whipple Hill Beginner 4.0 *** Lexington
Beaver Brook North Intermediate 4.0 **** Belmont
Littles Brook 2.0 Burlington
Boy Scout Trails Intermediate 2.0 *** Franklin
Chestnut Hill Reservoir Loop 2 Boston
Henry S. Hunnewell Town Forest Intermediate 1.0 ***** Natick