New York State Route 199 (NY 199) is a state highway located in the Hudson Valley of New York in the United States. It extends for 30.91 miles (49.74 km) from an interchange with U.S. Route 9W (US 9W) and US 209 north of Kingston to an intersection with US 44 and NY 22 southwest of Millerton. In between, NY 199 crosses over the Hudson River by way of the Kingston–Rhinecliff Bridge and passes through the communities of Red Hook and Pine Plains. NY 199 meets US 9 in Red Hook and the Taconic State Parkway midway between Red Hook and Pine Plains.
The portion of NY 199 east of its junction with the Taconic State Parkway was originally part of the Ulster and Delaware Turnpike, a toll road linking Bainbridge to Sailsbury, Connecticut. This segment of the turnpike was incorporated into New York State Route 41, a new route connecting Barrytown to Millerton, in the mid-1920s. NY 41 was renumbered to NY 199 as part of the 1930 renumbering of state highways in New York.
When the Kingston–Rhinecliff Bridge opened in 1957, NY 199 was realigned to continue across the bridge to the town of Ulster. The former routing of NY 199 between Barrytown and NY 9G along Barrytown Road remained state maintained until 1980, when ownership and maintenance of the highway was transferred to Dutchess County. It is now designated as County Route 82 (CR 82).
Read more about New York State Route 199: Route Description, Major Intersections
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