Schenley High School, located in the North Oakland neighborhood at the edge of the Hill District in Pittsburgh, Pennsylvania, is a historic building opened in 1916 that was a part of the Pittsburgh Public Schools. The Schenley High School building was closed in June 2008 in a 5–4 vote by the school district due to issues with asbestos. Its staff and students were relocated the following year. The Schenley name was retired and its last class graduated in 2011. On February 28, 2013 the Pittsburgh School Board approved the sale of Schenley High School to the PMC Property Group of Philadelphia in a 5–4 vote.

Oakland is the academic and healthcare center of Pittsburgh and one of the city's major cultural centers. Home to three universities, museums, hospitals, shopping venues, restaurants, and recreational activities, this section of the city also includes two city-designated historic districts: the mostly residential Schenley Farms Historic District and the predominantly institutional Oakland Civic Center Historic District, as well as the locally-designated Oakland Square Historic District.