US 6 and US 209 remain concurrent as they enter Port Jervis, but after less than a mile US 209 strikes out to the northeast again on its own. After leaving the city, it enters the valley between the Shawangunk Ridge and the Catskill Plateau to its west, following the Neversink River until crossing it just prior to the hamlet of Cuddebackville. The scenery is rural and the settlements along the road are few, with only one blinker between Port Jervis and the Sullivan County line. In Wurtsboro, shortly after the NY 17 (future I-86) interchange, the southernmost traffic light in NY is finally reached.