38 Trails in Dover, Massachusetts

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