40 Trails in Waltham, Massachusetts

Trail Name Difficulty Length (mi) Rating City
Chestnut Hill Reservoir Loop 2 Boston
Root Ball (Harold Parker State Forest) 0.29 Andover
Fort Rock 7.0 Littleton
Reading Town Forest 5.0 Reading
Weston Aquaduct and Unused Rail Loop 25.0 Weston
Littles Brook 2.0 Burlington
Millenium Park Easiest 12.0 * West Roxbury
Swan Pond Road Trails Easiest 7 ** Middleton
Charles River Loop Easiest 15 ** Boston
Jerico Town Forest Beginner 5.0 ** Weston
Rocky Woods Beginner 7.0 ** Medfield
Prospect Hill Beginner 10.0 **** Waltham
Noon Hill Reservation Beginner 8.0 *** Medfield
Whipple Hill Beginner 4.0 *** Lexington
Weston College Land Beginner 5.0 **** Weston
Hale Reservation Beginner 10.0 **** Westwood
Caryl Park Beginner 17.0 *** Dover
Great Brook State Park Beginner 15.0 *** Carlise
Callahan State Park Beginner 10.0 **** Framingham
Belmont Conservation Beginner 10.0 *** Belmont
Cutler Park Beginner 6 **** Newton Highlands
Adams Farm Intermediate 10.0 **** Walpole
Horn Pond Intermediate 13 **** Woburn
Middlesex Fells Reservation Intermediate 8.0 **** Winchester
Blue Hills Intermediate 5.0 **** Milton
Ashland State Park Intermediate 7.0 *** Ashland
Landlocked Forest Intermediate 7 **** Burlington
Russell Mill Intermediate 7.0 **** Chelmsford
Gardner Hill Town Forest Intermediate 6.0 *** Stow
Western Greenway Intermediate 8.0 **** Belmont
Boxborough Area Trails Intermediate 10.0 *** Boxborough
Beaver Brook North Intermediate 4.0 **** Belmont
Henry S. Hunnewell Town Forest Intermediate 1.0 ***** Natick
Nobscot Mtn. Intermediate 15.0 *** Sudbury
Mill Pond Conservation Area Intermediate 10 **** Burlington
Vietnam Trails Intermediate 20.0 **** Milford
Needham Town Forest Intermediate 7.0 *** Needham
Lynn Woods Reservation Intermediate 0 **** Saugus
Billerica State Forest Intermediate 9 ***** Billerica
Harold Parker State Forest Advanced 35 ***** Andover