1958: Ella Fitzgerald, first woman to win multiple Grammy awards.[24] 1961: Judy Garland, first woman to win Album of the Year.[24] 1964: Astrud Gilberto, first woman to win Record of the Year.[24] 1971: Carole King, first woman to win Song of the Year and first to win multiple General Field Grammys.[24] 1996: Ashley Cleveland, first woman to win a Grammy award for best rock gospel album.[25]