New York State Route 295 (NY 295) is a 12.88-mile (20.73 km) state highway in Columbia County, New York, in the United States. It begins at an intersection with NY 66 in the village of Chatham and heads generally easterly to the Massachusetts border in the town of Canaan, where the road becomes Massachusetts Route 295 for another 1.67 miles (2.69 km) to a junction with Route 41 in Richmond, Massachusetts. Route 295 is the highest-numbered Massachusetts state highway, and the only state highway that shares its number with another numbered highway in Massachusetts, this being Interstate 295.
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