The town was formerly served by the Pittsfield and North Adams Railroad. Most of the line was converted into the Ashuwillticook Rail Trail , an -long, , universally accessible, paved path connecting the Berkshire towns of Lanesborough, Cheshire, and Adams. The trail runs parallel to Route 8 and passes through woods and marshlands, and alongside a lake and a river, with wooded hills and Mount Greylock as a backdrop. The path and has become a popular resource for biking, walking, roller-blading, jogging, etc. The trail passes through the Hoosic River valley, between Mount Greylock and the Hoosac Range. Cheshire Reservoir, the Hoosic River and associated wetland communities flank much of the trail, offering outstanding views and abundant wildlife.