Sherman is the northernmost and least populous town of Fairfield County, Connecticut, United States. The population was 3,527 at the 2020 census. The town is part of the Western Connecticut Planning Region. 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 four 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.

Fairfield County is a county in the southwestern corner of the U.S. state of Connecticut. It is the most populous county in the state and was also its fastest-growing from 2010 to 2020. As of the 2020 census, the county's population was 957,419, representing 26.6% of Connecticut's overall population. The closest to the center of the New York metropolitan area, the county contains four of the state's top 7 largest cities—Bridgeport (1st), Stamford (2nd), Norwalk (6th), and Danbury (7th)—whose combined population of 433,368 is nearly half the county's total population.