28 Trails in Newton Highlands, Massachusetts

Trail Name Difficulty Length (mi) Rating City
Weston Aquaduct and Unused Rail Loop 25.0 Weston
Caryl Park Beginner 17.0 *** Dover
Charles River Loop Easiest 15 ** Boston
Horn Pond Intermediate 13 **** Woburn
Millenium Park Easiest 12.0 * West Roxbury
Belmont Conservation Beginner 10.0 *** Belmont
Hale Reservation Beginner 10.0 **** Westwood
Prospect Hill Beginner 10.0 **** Waltham
Ames Nowell Intermediate 10.0 *** Abington
Mill Pond Conservation Area Intermediate 10 **** Burlington
Adams Farm Intermediate 10.0 **** Walpole
Middlesex Fells Reservation Intermediate 8.0 **** Winchester
Western Greenway Intermediate 8.0 **** Belmont
Noon Hill Reservation Beginner 8.0 *** Medfield
Landlocked Forest Intermediate 7 **** Burlington
Rocky Woods Beginner 7.0 ** Medfield
Needham Town Forest Intermediate 7.0 *** Needham
Cutler Park Beginner 6 **** Newton Highlands
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
Lynn Woods Reservation Intermediate 0 **** Saugus