221 Trails in Massachusetts

Rank Trail Name Difficulty Length (mi) Rating City
101. Whitney And Thayer Woods/weir River Farm Beginner 10.0 *** Cohasset
102. Rattlesnake Hill Advanced 7.0 ***** Bolton
103. Memorial Loop Intermediate 6.0 **** Wilbraham
104. Millvale reservoir Intermediate 7.0 **** Haverhill
105. Franklin Dirt jumps Intermediate 3.0 *** Franklin
106. Cold Harbor Brook Intermediate 5.0 *** Northborough
107. 10 Mile Groton Town Forest Singletrack Link-up (Groton Town Forest) Beginner 10.0 *** Groton
108. The Boulders Beginner 6.0 *** Dalton
109. Leadmine Trails Beginner 10.0 ***** Sturbridge
110. Chatham Marshlands Beginner 3.0 **** Chatham
111. Tully Lake Advanced 0.0 **** Royalston
112. Whipple Hill Beginner 4.0 *** Lexington
113. Boxborough Area Trails Intermediate 10.0 *** Boxborough
114. Buffumville Lake Intermediate 7.0 *** Oxford
115. Beaver Pond Advanced 7.0 **** Franklin
116. Noon Hill Reservation Beginner 8.0 *** Medfield
117. Cascades 0.0 *** Worcester
118. Lithia Springs Intermediate 15.0 *** South Hadley
119. Nonotuck Park Intermediate 4.0 *** Easthampton
120. Old Jail Lane Beginner 7.0 *** Barnstable
121. Pratt Farm Beginner 6.0 **** Middleboro
122. World's End Beginner 5.0 *** Hingham
123. Rocky Woods Beginner 7.0 ** Medfield
124. Lake Whitehall Advanced 7.0 *** Hopkinton
125. Green Hill Park Advanced 5.0 **** Worcester
126. Ripleys Field 3.0 **** Vineyard Haven
127. Fox Run Intermediate 5.0 *** No. Oxford
128. Peppercorn Hill Intermediate 3.0 *** Upton
129. Mass Autobahn Beginner 5.0 ** Attleboro Ma
130. Waskosims Rock 5.0 **** West Tisbury
131. Townsend State Forest Beginner 15.0 *** Townsend
132. Breakheart Hill Forest Advanced 0.0 ** Saugus
133. Great Esker Park Intermediate 5.0 ** Weymouth
134. Yellow Beginner 5.0 *** Worcester
135. Purple Trail 2.0 ***** Edgartown
136. Jamie's path dirt jumps Intermediate 0.0 ***** Plymouth
137. Beals Cove Park Beginner 5.0 ** Hingham
138. Dirt bike racetrack Beginner 50.0 **** Mendon
139. Boy Scout Trails Intermediate 2.0 *** Franklin
140. Mount Warner Reservation Beginner 2.0 *** North Hadley
141. Brimfield State Forest Beginner 10.0 *** Brimfeild
142. Gardner Hill Town Forest Intermediate 6.0 *** Stow
143. Ware River Rail trail 7.0 *** Barre
144. Millenium Park Easiest 12.0 * West Roxbury
145. Weir hill Easiest 5.0 ** North Andover
146. Jerico Town Forest Beginner 5.0 ** Weston
147. Religious Trails Beginner 5.0 *** In Attleboro
148. Hitchinpost Greens 1.0 *** Westford
149. Cannon Hills Intermediate 1 *** Salem Ma
150. Howe State Park Beginner 3.0 ** Spencer