Readsboro is a town in Bennington County, Vermont, United States. The town was named after John Reade, a landholder. The population was 702 at the 2020 census. The hamlet of Heartwellville is in the northern part of Readsboro, approximately 5 miles (8 km) north on Route 100 from the hamlet of Readsboro.

Bennington County is a county in the U.S. state of Vermont. As of the 2020 census, the population was 37,347. The shire towns are jointly Bennington and Manchester, and the largest municipality is Bennington. The county was created in 1778.