Winterset Courthouse Square Commercial Historic District is a nationally recognized historic district located in Winterset, Iowa, United States. It was listed on the National Register of Historic Places in 2015. At the time of its nomination the district consisted of 82 resources, including 74 contributing buildings, seven noncontributing buildings, and one noncontributing object. The historic district covers most of the city's central business district in the original town plat. Most of the buildings are two-story, brick, commercial buildings. The commercial Italianate style is dominant, with Queen Anne, Romanesque Revival, and Neoclassical styles included. The Madison County Courthouse (1878) is a Renaissance Revival structure designed by Alfred H. Piquenard. Most of the buildings are br