Cheshire Rail Trail

Location: State Line CIrcle, FItzwilliam, NH  03447

Category: Cycling, Hiking, Skiing - Cross Country, Snowmobiling, Snowshoeing, Walking,

Walk, run, ride, or roll on 42 miles of scenic rail trail from Fitzwilliam in the south near the Massachusetts border, through Troy, Keene, and Westmoreland, to Walpole on the north end near the Connecticut River. It crosses a historic stone arch bridge just south of Route 101. About 1 mile of paved trail through Keene is also the Industrial Heritage Trail, which has interpretive signs and memorializes post Civil War local manufacturing giants whose renovated circa 1800s buildings can be viewed from the trail. Former shoe, furniture, and silverware factories now house apartments, retail, and offices. The trail is mostly packed dirt and is partially paved through Keene with the trail becoming increasingly more rustic as it expands from Keene. It breaks for about a mile in Keene between Rt 101 and Eastern Ave, where it travels on Marlboro St, and again a half mile in downtown between the Monadnock Food Co-op and Island Street.


    • Fitzwilliam parking: south on Route 12, right to Old Depot area. Parking is on State Line Circle,  across from the State Line Store 
    • Keene parking: (near) 186-178 Eastern Ave
    • Walpole parking: Rt 12 south of Alyson’s Orchard