Cheshire Recreational Rail Trail Activities and Amenities This 42 miles of trail runs from Fitzwilliam, Troy, Keene, Westmoreland, North Walpole.This trail includes a beautiful arch bridge over the Ashuelot River.There is a break in the trail through the Town of Keene. It can be picked up again at Island Street. NH State Parks blog: From Rail Road to Rail Trail Parking areas Fitzwilliam: Head south on Route 12, right to Old Depot area. Parking is across from the State Line Store. Organizations that work with the Bureau of Trails to help maintain this trail are: Pathways for Keene Monadnock Sno-Moles Westmoreland Sno-Belters Hooper Hill Hoppers