221 Trails in Massachusetts

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

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