Cheshire is a hamlet in the Town of Canandaigua, Ontario County, New York, United States, located near Canandaigua Lake. It is located 7 miles south-southwest of the City of Canandaigua, at an elevation of 1,024 feet. The primary cross roads where the hamlet is located are N.Y. Route 21, Woolhouse Road and Goodale Road. U.S. Route 20 and New York S…Cheshire is a hamlet in the Town of Canandaigua, Ontario County, New York, United States, located near Canandaigua Lake. It is located 7 miles south-southwest of the City of Canandaigua, at an elevation of 1,024 feet. The primary cross roads where the hamlet is located are N.Y. Route 21, Woolhouse Road and Goodale Road. U.S. Route 20 and New York State Route 5 pass just north of Cheshire.
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