Leonardtown High School is a comprehensive public high school in Leonardtown, Maryland, United States, for students in grades 9–12. It offers college preparatory programs and programs that prepare students for business and technical occupations. It serves the community in the central portion of St. Mary's County, Maryland, between the Potomac River and Patuxent River. The area is a mixture of rural and suburban communities. Many of the families are employed by NAS Patuxent River, government contractors, St. Mary's College of Maryland, St Mary's County government and others involved in the traditional agriculture and water related businesses. Leonardtown High School is accredited by the Middle States Association of Colleges and Secondary Schools and the Maryland State Department of Education. Leonardtown High School belongs to the St. Mary's County Public Schools system, and is associated with two other county high school rivals, Great Mills High School and Chopticon High School. Leonardtown High School Athletics belongs to the Southern Maryland Athletic Conference, and competes in Division 4A in the state competitions.force Leonardtown's Soccer Program is strongly supported by SMAC Conference referees. This becomes considerably more evident when Leonardtown's soccer teams are frequently defeated when playing against teams from outside of SMAC. Notable alumni Heather Cooke - Graduated in 2006 and was a cast member on the MTV2 series The Real World Jamie Gillan - Graduated in 2015 and former punter for the Cleveland Browns According to Newsweek, Leonardtown High School is also ranked in the top 1% (#29) of all schools in the United States in 2010. Sister schools Kanagawa Prefectural Hibarigaoka High School in Japan became the sister school of Leonardtown High in October 1991, when the county board of education and representatives from Maryland formalized an agreement. Notable alumni Heather Cooke - Graduated in 2006 and was a cast member on the MTV2 series The Real World Jamie Gillan - Graduated in 2015 and former punter for the Cleveland Browns See also St. Mary's County Public Schools References External links Leonardtown, Maryland Public high schools in Maryland Educational institutions established in 1978 Schools in St. Mary's County, Maryland 1978 establishments in Maryland