The Leatherstocking Trail is a 2.5-mile long lineal trail that runs from Pinebrook Boulevard in New Rochelle through the center of the Town of Mamaroneck to Rock Ridge Road in Mamaroneck Village. The trail, only 200 feet wide in some places, provides a quick and easily accessed respite from urbanized life. It features a typical northeastern hardwood forest with occasional river areas.
The Leatherstocking Trail is also the southern end of the Colonial Greenway Trail, a 15-mile trail system that connects local and county parks in the Town of Mamaroneck, Mamaroneck Village, Scarsdale, Eastchester, and New Rochelle.
The trail can be accessed from Rock Ridge Road, Old White Plains Road, Country Road, Fenimore Road, Avon Road, Winged Foot Drive Stratford Road, Highland Road, Weaver Street, Rouken Glen, Bonnie Way, Knollwood Drive, and Pine Brook Boulevard.