Winterset may refer to:

Winterset (play), a play by Maxwell Anderson Winterset (film), a 1936 film adaptation of the play Winterset, Iowa, a city in Madison County, Iowa Winterset City Park, a public, city-owned park in Winterset, Iowa Winterset Township, Russell County, Kansas Winterset Award, a Newfoundland and Labrador literary award

See also Rachel Unthank and the Winterset, a British folk music group