Monadnock Recreational Rail Trail Activities and Amenities This 7 mile trail begins at the NH/MA border and goes North to scenic downtown Jaffrey. The trail goes by many beautiful ponds and wetlands, but also crosses busy Route 202, so use caution at those road crossings. Parking Areas Jaffrey: Trailhead in Jaffrey with kiosk on Stratton rd./Union St. Paved lot off of Blake Rd (42.813424, -72.022990) (which is next to ballfield). Lot is 2 hour limit. Organizations that work with the Bureau of Trails to help maintain this trail are: Monadnock Sno-Moles Monadnock Trail Breakers