Woodlawn is the site of the former Woodlawn High School (Woodlawn, Virginia). The school was the first public high school in Carroll County and was among the earliest in Virginia. In 1914 it became the first public secondary school in the United States to offer agricultural education classes under the Smith-Hughes Act. The original building that housed the agriculture department still stands. The school was placed on the Virginia Landmarks Register September 20, 2018. and the U.S. National Register of Historic Places January 17, 2019.