Description from CTBikeRoutes: This rolling to hilly ride showcases some of the best of southern New England scenery: woods, a great swamp and then the sleepy village of Tyringham. After passing through this classic hamlet there are vistas of the surrounding Berkshires on your way to the well-known town of Stockbridge. After leaving Stockbridge take in a view of Monument Mountain. Experience a bit of a Berkshire climb (with views of course) before a thrilling 4-mile descent into New Boston and the start of the ride.
Start: Roosterville Rd. parking lot, off of S. Main St., Sandisfield MA. Parking lot just north of Connecticut line along the river.