Chester is a town in Windsor County, Vermont, United States. The population was 3,005 at the 2020 census. The town was originally chartered by New Hampshire Governor Benning Wentworth as Flamstead in 1754. The terms of the charter were not met and the town was re-chartered as New Flamstead in 1761. In 1766, a patent was issued b…Chester is a town in Windsor County, Vermont, United States. The population was 3,005 at the 2020 census. The town was originally chartered by New Hampshire Governor Benning Wentworth as Flamstead in 1754. The terms of the charter were not met and the town was re-chartered as New Flamstead in 1761. In 1766, a patent was issued by New York that changed the name of the town to Chester, after George Augustus Frederick, the Earl of Chester and the eldest son of King George III. Later, the governing authority of Chester reverted to the 1761 charter by an act of the Vermont legislature, although it left the name "Chester" in place. 2011 was thus the 250th anniversary of the town.
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