2017: Scott
2016: Mason County
2015: Campbell County
2014: Campbell County
2013: Montgomery County
2012: George Rogers Clark
2011: George Rogers Clark
2010: Mason County
2009: Mason County
2008: Mason County
2007: George Rogers Clark
2006: Mason County
2005: Pendleton County
2004: Mason County
2003: Mason County
2002: Mason County
2001: Campbell County
2000: Bishop Brossart
1999: Fleming County
1998: Fleming County
1997: Harrison County
1996: Harrison County
1995: Montgomery County
1994: Mason County
1993: Mason County
1992: Mason County
1991: Harrison County
1990: George Rogers Clark
1989: George Rogers Clark
1988: Maysville
1987: Mason County
1986: George Rogers Clark
1985: Mason County
1984: Bourbon County
1983: George Rogers Clark
1982: Mason County
1981: Mason County
1980: Bourbon County
1979: Harrison County
1978: Maysville
1977: Bath County
1976: Harrison County
1975: Bath County
1974: Fleming County
1973: Maysville
1972: Maysville
1971: Pendleton County
1970: Paris
1969: George Rogers Clark
1968: George Rogers Clark
1967: Harrison County
1966: Harrison County
1965: Pendleton County
1964: Bourbon County
1963: Maysville
1962: Harrison County
1961: Harrison County
1960: Maysville
1959: Maysville
1958: Cynthiana
1957: Nicholas County
1956: Maysville
1955: Bracken County
1954: Bourbon Vocational
1953: Georgetown
1952: Millersburg M. Inst.
1951: Paris
1950: Maysville
1949: Paris
1948: Maysville
1947: Maysville
1946: Maysville
1945: Maysville
1944: Brooksville
1943: Millersburg M. Inst.
1942: Berry
1941: Maysville
1940: Brooksville
1939: Brooksville
1938: Maysville
1937: Maysville