Hillsborough Recreational Rail Trail Activities and Amenities This trail begins at Union Street in Hillsboro and runs 8 miles to where it ends near Bible Hill Road by the Monadnock Paper Plant. The trail crosses old RR trestles and passes by historic mill sites as it follows the Contoocook River. Hillsborough Recreational Rail Trail Map Parking Areas Deering: Parking is at the Deering Fish and Game Club. Follow Routes 202 & 9 to the Route 149 exit, take 1st right off Route 149, follow for about 2 miles, take the 1st right after the road turns to dirt and look for the parking signs on the right. Organizations that work in with the Bureau of Trails to help maintain this trail are: Night Riders, Inc.