http://trails.nemasket.net/middleboro-ymca-trail/
Out behind the Middleboro YMCA is a little known trail that runs roughly between Rt. 28 and Rt. 495 in a southern direction. It crosses Wood Street and continues almost to Cherry Street.
Trail entrance

YMCA Trail
Entrance to the trail is in the right rear of the parking lot. Enter the woods to the right of the shed and hear right along the edge of the drainage ditch. A short incline brings you to the trail head. The trail immediately runs down an incline with a steep hill to the left. This hill comes out at the Middleboro High School. After crossing a small brook that is usually dry, the trail runs through a marshy area(trail is dry) and winds around to the left into the remnamts of an old sand pit. Go straight through the pit and pick up the trail on the other side.
From there you run behind some newly constructed homes and eventually out to Wood St.
Wood Street and beyond
The trail comes out on Wood St. across from St. Mary’s Cemetery and resumes in the rear right. After a short while you’ll come to a weedy pond. There is no other access to this pond besides the trail. I hear it has good fishin’ though I’ve never tried it. Right after the pond is another sand pit. The next landmark would be the rear of a large building whose frontage is on Rt. 28 – I think it’s Wood Ventures.
After that the trail winds down into some narrow spaghetti trails and finally peters out behind a house not far from Cherry St.
All in all, a nice litte trail, close to downtown, and a nice option if you don’t want to go far for a trail run/hike/ride.

YMCA trail head

Pond on YMCA trail
