1956 Pat Beard, Taylor Co Fair
1957 Bunny Wells, Larue Co Fair
1958 Barbara Moert, Jefferson Co Fair
1959 Barbara Humphries, Monroe Co Fair
1960 Jeanie Speed, Taylor Co Fair
1961 Martha Gabbard, Russell Co Fair
1962 Donna Harlow, Cumberland Co Fair
1963 Phyllis Thompson, Barren Co Fair
1964 Joe Anne Peden, Hart Co Fair
1965 Dora Ann South, Grayson Co Fair
1966 Regina Pryor, Grayson Co Fair
1967 Jenny Lou Gish, Muhlenberg Co Fair
1968 Charlotte Kyke (resigned), Metcalfe Co Fair
Dianne L Barker, Daviess Co Fair
1969 Kathleen Anderson, Alexandria Fair
1970 Carol Schwenke, Boone Co Fair
1971 Francis Adams, Hardin Co Fair
1972 Charlsey Gulick, Grant Co Fair
1973 Faye Massie, Larue Co Fair
1974 Tyra Vaughn, Barren Co Fair
1975 Mona Wortham, Hart Co Fair
1976 Gale Broach, Western Kentucky State Fair
1977 Daphne Dean Tuitele, Western Kentucky State Fair
1978P am Skaggs, Hopkins Co Fair
1979 Robin Scott, Hopkins Co Fair
1980 Shelia Ann Ray, Grayson Co Fair
1981 Debbie Lane, Monroe Co Fair
1982 Bridget Wyatt, Barren Co Fair
1983 Terri Oliver, Boone Co Fair
1984 Melanie Shawn Thornton, Southern Kentucky Fair
1985 Honda G Snell, Carroll Co Fair
1986 Laura Kessler, Barren Co Fair
1987 Kimberly Valentine, Boone Co Fair
1988 Tracey Ann Conley, Ewing-Fleming Co Fair
1989 Stephanie Michelle Taylor, Adair Co Fair
1990 Kristi Allen Rice, Clark Co Fair
1991 LeAnn Chaney, Bluegrass Fair
1992 Mitzi Jones, Temple Hill-Barren Co Fair