Bennington is a town in Bennington County, Vermont, United States. It is one of two shire towns (county seats) of the county, the other being Manchester. As of the 2020 US Census, the population was 15,333. Bennington is the most populous town in southern Vermont, the third-largest town in Vermont (after Essex and Colchester) and the sixth-largest municipality in the state, including the cities of Burlington, Rutland, and South Burlington.