The 1986 Country Music Association Awards, 20th Ceremony, was held on October 13, 1986, at the Grand Ole Opry House, Nashville, Tennessee, and was hosted by CMA Award winners Willie Nelson and Kris Kristofferson.
Winners and nominees Winner are in Bold. Entertainer of the YearAlbum of the Year Reba McEntire The Judds Willie Nelson Ricky Skaggs George Strait Lost in the Fifties Tonight — Ronnie Milsap #7 — George Strait Rockin' with the Rhythm — The Judds Storms of Life — Randy Travis Whoever's in New England — Reba McEntireMale Vocalist of the YearFemale Vocalist of the Year George Strait George Jones Gary Morris Randy Travis Hank Williams, Jr. Reba McEntire Rosanne Cash Janie Fricke Emmylou Harris Anne MurrayVocal Group of the YearVocal Duo of the Year The Judds Exile Forester Sisters Nitty Gritty Dirt Band Oak Ridge Boys Dan Seals and Marie Osmond Dolly Parton and Kenny Rogers Gary Morris and Crystal Gayle Steve Wariner and Nicolette Larson Waylon Jennings and Willie NelsonSingle of the YearSong of the Year "Bop" — Dan Seals "Grandpa (Tell Me 'Bout The Good Old Days)" — The Judds "Nobody In His Right Mind Would've Left Her" — George Strait "On The Other Hand" — Randy Travis "Whoever's In New England" — Reba McEntire "On The Other Hand" — Don Schlitz and Paul Overstreet "1982" — Buddy Blackmon and Vip Vipperman "Bop" — Jennifer Kimball and Paul Davis "Grandpa (Tell Me 'Bout The Good Old Days)" — Jamie O'Hara "Lost In The Fifties Tonight" — Mike Reid, Fred Parris, and Troy SealsHorizon AwardInstrumentalist of the Year Randy Travis Forester Sisters Kathy Mattea Dan Seals Dwight Yoakam Johnny Gimble Jerry Douglas Doyle Grisham Mark O'ConnorInstrumental Group of the YearMusic Video of the Year Oak Ridge Boys Band Grand Ole Opry Staff Band Hee Haw Band Nashville Now Band Strangers Who's Gonna Fill Their Shoes — George Jones 100% Chance of Rain — Gary Morris Grandpa (Tell Me 'Bout The Good Old Days) — The Judds Honky Tonk Man — Dwight Yoakam Whoever's In New England — Reba McEntire
Hall of Fame Country Music Hall of Fame Inductees Wesley Rose The Duke of Paducah
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