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Chaplin is a town in Windham County, Connecticut, United States. The town was named for Deacon Benjamin Chaplin, an early settler. The population was 2,151 at the 2020 census.

According to the United States Census Bureau, the town has a total area of 19.6 square miles (51 km2), of which, 19.4 square miles (50 km2) is land and 0.1 square miles (0.26 km2) (0.66%) is water.

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