221 Trails in Massachusetts

Trail Name Difficulty Length (mi) Rating City
Ice Houce (Sawmill Hills Conservation Area) Advanced difficulty 15 ***** Florence
Tantasqua jr high difficulty 15.0 Fiskdale
Provin Mountain difficulty 3.0 Feeding Hills
Beebe difficulty 15.0 Falmouth
Purple Trail difficulty 2.0 ***** Edgartown
Manhan Rail Trail difficulty 10.0 ***** Easthampton
Nonotuck Park Intermediate difficulty 4.0 *** Easthampton
Duxbury Intermediate difficulty 8.0 **** Duxbury
Gregg Woods difficulty 5.0 Dunstable
Dracut conservation trail difficulty 2.0 Dracut
Caryl Park Beginner difficulty 17.0 *** Dover
Douglas State Forest Intermediate difficulty 27.0 **** Douglas
Middle Distance Trail Intermediate difficulty 5.0 **** Deerfield
Destruction Brook Beginner difficulty 15.0 **** Dartmouth
The Boulders Beginner difficulty 6.0 *** Dalton
Old Rifle Range difficulty 2.0 Concord, Ma
Whitney And Thayer Woods/weir River Farm Beginner difficulty 10.0 *** Cohasset
Chesterfield Gorge difficulty 8.0 Chesterfield
Chesterfield Gorge difficulty 8.0 Chesterfield
Russell Mill Intermediate difficulty 7.0 **** Chelmsford
Chatham Marshlands Beginner difficulty 3.0 **** Chatham
Volunteer Park/Chatham Ponds Beginner difficulty 7.0 * Chatham
Thunder Mountain Bike Park (Berkshire East) Advanced difficulty 5.0 ***** Charlemont
E-stranged Moose Intermediate difficulty 2.0 **** Charlemont
Red Zone (Charlemont trails) Advanced difficulty 3.0 ***** Charlemont
Carver Conservation Area difficulty 10.0 Carver
Great Brook State Park Beginner difficulty 15.0 *** Carlise
Fresh Pond Loop Easiest difficulty 2.0 * Cambridge
Littles Brook difficulty 2.0 Burlington
Mill Pond Conservation Area Intermediate difficulty 10 **** Burlington
Landlocked Forest Intermediate difficulty 7 **** Burlington
Brimfield State Forest difficulty 20.0 Brimfield
Brimfield State Forest Beginner difficulty 10.0 *** Brimfeild
Nickerson State Park Beginner difficulty 20.0 *** Brewster
Sheep Pond Woodland Hills Conservation difficulty 3.0 Brewster
Cranberry pond difficulty 15.0 Braintree
Bald Hill Reservation Beginner difficulty 10.0 *** Boxford
Boxborough Area Trails Intermediate difficulty 10.0 *** Boxborough
Boxboro Trail link-up difficulty 8.0 Boxboro
Little Bay/monk's Park difficulty 10.0 Bourne
Otis Intermediate difficulty 30.0 ***** Bourne
Charles River Loop Easiest difficulty 15 ** Boston
Chestnut Hill Reservoir Loop difficulty 2 Boston
Vaughn Hill/bower Spring Trail System(s) Advanced difficulty 4.0 **** Bolton/harvard
Rattlesnake Hill Advanced difficulty 7.0 ***** Bolton
Billerica State Forest Intermediate difficulty 9 ***** Billerica
Beverly Commons Advanced difficulty 10 **** Beverly
Beaver Brook North Intermediate difficulty 4.0 **** Belmont
Western Greenway Intermediate difficulty 8.0 **** Belmont
Belmont Conservation Beginner difficulty 10.0 *** Belmont

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