The original school, named West Chester High School, was located at North Church and Biddle Streets in West Chester. The first graduating class was composed of five girls who graduated in 1866. The next graduation did not occur until 1869. Since that year, the school has graduated a class annually. In 1906, a new school was built adjacent to the old one on North Church Street. During this time the "Garnet and White", the annual yearbook, was established and continues to this day. In 1923, the Student Council was created to help students and staff work together. With the expansion of athletics, the school needed room for sports fields. In 1923 a stadium was built on Penn Street and stands to this day. The stadium is named J. Oscar Dicks Stadium after the man on the School Board's Athletic Committee who helped lobby for the stadium.