The Winona and Southwestern Railway train is pictured moving over a trestle bridge on it's way from Spring Valley to Winona. In 1890, tracks were laid from Winona through St. Charles, Dover, Eyota, Simpson and Stewartville to Spring Valley and Osage. The railroad became the Winona & Western in 1894. A spur was built in 1900 from Simpson to Rochester. In 1901, the Winona & Western line was sold to the Chicago Great Western Railroad.