Old Woodruff High School is a historic high school building located at Woodruff, Spartanburg County, South Carolina. It was built in 1925, and is a two-story, modified "H" plan stuccoed masonry building in the Collegiate Gothic style. It consists of a three-part center section with two perpendicular wings. The building has a flat roof with parapet, Gothic arches, recessed entrances framed by pointed arches. The building housed a high school until 1953 when Woodruff High School was constructed, then used as a middle school and later an elementary school. In 1978 the City of Woodruff acquired old Woodruff High School and adapted it for use as its city hall and police headquarters.