Wesleyan has won eight Georgia Athletic Directors Association Director's Cups, seven in Class A (2002, 2009, 2010, 2011, 2012, 2017, 2018) and in Class AA in 2008. The Director's Cup is awarded by the Georgia Athletic Directors Association at the end of each school year to one school from each of Georgia's seven classifications that has excelled and shown superior athletic performance for that school year. Points are awarded for performance in state athletic competitions. Wesleyan's female athletes have won 13 Girls' Director's Cups while the male athletes have won five Boys' Director's Cups.