The 1989 Country Music Association Awards, 23rd Ceremony, was held on October 9, 1989, at the Grand Ole Opry House, Nashville, Tennessee, and was hosted by CMA Award Winners, Anne Murray and Kenny Rogers.

Winners and nominees Winner are in Bold. Entertainer of the YearAlbum of the Year George Strait Reba McEntire Ricky Van Shelton Randy Travis Hank Williams, Jr. Will the Circle Be Unbroken Vol. II — Nitty Gritty Dirt Band Beyond the Blue Neon — George Strait Loving Proof — Ricky Van Shelton Old 8×10 — Randy Travis Willow in the Wind — Kathy MatteaMale Vocalist of the YearFemale Vocalist of the Year Ricky Van Shelton Rodney Crowell George Strait Randy Travis Keith Whitley Kathy Mattea Rosanne Cash Patty Loveless Reba McEntire Tanya TuckerVocal Group of the YearVocal Duo of the Year Highway 101 Alabama Desert Rose Band Restless Heart Shenandoah The Judds Baillie & The Boys Bellamy Brothers Foster & Lloyd Sweethearts of the RodeoSingle of the YearSong of the Year "I'm No Stranger To The Rain" — Keith Whitley "A Better Man" — Clint Black "After All This Time" — Rodney Crowell "Chiseled in Stone" — Vern Gosdin "I'll Leave This World Loving You" — Ricky Van Shelton "Chiseled in Stone" — Max D. Barnes and Vern Gosdin "A Better Man" — Clint Black and Hayden Nicholas "After All This Time" — Rodney Crowell "Don't Close Your Eyes" — Bob McDill "Eighteen Wheels And A Dozen Roses" — Gene Nelson and Paul NelsonHorizon AwardMusician of the Year Clint Black Desert Rose Band Patty Loveless Shenandoah Keith Whitley Johnny Gimble Jerry Douglas Paul Franklin Mark O'Connor Don PotterMusic Video of the YearVocal Event of the Year There's a Tear In My Beer — Hank Williams, Jr. and Hank Williams, Sr. After All This Time — Rodney Crowell Dear Me — Lorrie Morgan Why'd You Come In Here Lookin' Like That — Dolly Parton Will the Circle Be Unbroken Vol. II — Nitty Gritty Dirt Band There's a Tear In My Beer — Hank Williams, Jr. and Hank Williams, Sr. Buck Owens and Ringo Starr Hank Williams, Jr. and Johnny Cash John Denver and Nitty Gritty Dirt Band Johnny Cash, Rosanne Cash, The Everly Brothers

Hall of Fame Country Music Hall of Fame Inductees Jack Stapp Cliffie Stone Hank Thompson

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