Sherman is the northernmost and least populous town of Fairfield County, Connecticut, United States. The population was 3,581 at the 2010 census. The town was formed in 1802 from the northern part of New Fairfield. It is named for Roger Sherman, the only person who signed all 4 founding documents of the United States of America. He also had a cobblers shop in the north end of town which has been reconstructed behind the Northrup House in the center of town.

Sherman has been named "Best Small Town in Connecticut" three times by Connecticut Magazine.

The Appalachian Trail goes through the northern end of Sherman. Part of Squantz Pond State Park is in the town.

Sherman has one area on the National Register of Historic Places: the Sherman Historic District, bounded roughly by the intersection of Old Greenswood Road and Route 37, northeast past the intersection of Route 37 East and Route 39 North and Sawmill Road. The district was added to the National Register on August 31, 1991.

Sherman is the only town in Fairfield County in the 860 area code; the remainder of the county is served by the area code 203/area code 475 overlay.

The land which is now called Sherman, Connecticut was formerly occupied primarily by native people of Algonquian lineage.

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