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Sherman is the northernmost and least populous town of Fairfield County, Connecticut, United States. The population was 3,527 at the 2020 census. Before 1802, the town was incorporated as part of New Fairfield. It is part of the Western Connecticut Planning Region. Sherman is a popular weekend retreat for New York City residents, with about a third of its residents weekenders. The town is located 62 miles (100 km) northeast of New York City, making it part of the New York metropolitan area.