Wilbur Pond and Lafayetteville Multiple Use Area. For the next two miles NY 199 continues to descend, turning northeast and entering the town of Pine Plains midway. After crossing Ham Brook, the highway turns north northeast for three-quarters of a mile (1.1km), bending back to the southeast around the side of an unnamed hill. The road returns to an east southeast heading as it descends another mile and the hills abruptly give way to more level ground on the outskirts of central Pine Plains, where NY 199 passes Stissing Mountain High School and becomes West Church Street, still trending south. Pine Plains to Harlem Valley At the junction with Main Street in the center of town, the first traffic light since Rock City also marks where State Route 82 comes in from the south. It forms NY 199's other concurrency when it joins the highway heading eastbound. The joined roads continue together east southeast back into the countryside for the next mile and a half. Just past Pine Plains' town hall, at Hammertown, NY 82 turns north, towards the Columbia County hamlet of Ancram, ending the concurrency. From this intersection NY 199 turns northeast again briefly, then east, into a landscape of rolling hills, farms and woodlots. Three miles (5 km) of long curves in a generally eastward direction, climbing slightly, it reaches another small hamlet, Pulvers Corners, at an intersection with County Route 59. East of there, the road drops briefly into a swampy area, then climbs again as it turns southeast. At the North East town line, it reaches 1,000 feet (305m) above sea level, the highest elevation along its route. NY 199 continues southeast down a narrow valley for its last to its eastern terminus, at U.S. Route 44 and State Route 22 southwest of Millerton. History Origins and designation On April 2, 1802, the New York State Legislature created a turnpike corporation for the purpose of building a road—the Ulster and Delaware Turnpike—from the Susquehanna River in the vicinity of the town of Jericho (now Bainbridge) to the Connecticut state line at Salisbury. The portion of the Ulster and Delaware Turnpike east of the Hudson River was also commonly known as the "Ulster and Salisbury Turnpike" or just the "Salisbury Turnpike". The turnpike crossed the Hudson River from Kingston to Rhinecliff by way of the Kingston–Rhinecliff Ferry and used modern Rhinecliff Road and West Market Street