title: 1999 Country Music Association Awards
text: # 1999 Country Music Association Awards
  
  The 1999 Country Music Association Awards, 33rd Ceremony, was held on September 22, 1999 at the Grand Ole Opry House, Nashville, Tennessee, and was hosted by CMA Award Winner, Vince Gill.
  
  Tim McGraw and Vince Gill led the night with 5 nominations.
  
  ## Winners and Nominees
  
  Winner are in Bold.
  
  | Entertainer of the Year | Album of the Year |
  | - | - |
  | Shania Twain Garth Brooks Dixie Chicks Tim McGraw George Strait | A Place In The Sun — Tim McGraw Always Never The Same — George Strait The Key — Vince Gill Two Teardrops — Steve Wariner Where Your Roads Lead — Trisha Yearwood |
  | Male Vocalist of the Year | Female Vocalist of the Year |
  | Tim McGraw Vince Gill Alan Jackson George Strait Steve Wariner | Martina McBride Faith Hill Jo Dee Messina Shania Twain Trisha Yearwood |
  | Vocal Group of the Year | Vocal Duo of the Year |
  | Dixie Chicks Alabama Diamond Rio Lonestar The Wilkinsons | Brooks & Dunn The Kinleys The Lynns Montgomery Gentry The Warren Brothers |
  | Single of the Year | Song of the Year |
  | "Wide Open Spaces" — Dixie Chicks "Amazed" — Lonestar "Choices" — George Jones "Don't Laugh At Me" — Mark Wills "Please Remember Me" — Tim McGraw | "This Kiss" — Robin Lerner, Annie Roboff, and Beth Nielsen Chapman "Don't Laugh At Me" — Allen Shamblin and Steve Seskin "Husbands And Wives" — Roger Miller "If You Ever Have Forever In Mind" — Vince Gill and Troy Seals "Please Remember Me" — Rodney Crowell and Will Jennings |
  | Horizon Award | Musician of the Year |
  | Jo Dee Messina Kenny Chesney Sara Evans The Wilkinsons Chely Wright | Randy Scruggs Eddie Bayers Paul Franklin Dann Huff Brent Mason |
  | Music Video of the Year | Music Event of the Year |
  | "Wide Open Spaces" — Dixie Chicks "Don't Laugh At Me" — Mark Wills "How Forever Feels" — Kenny Chesney "I'll Go On Loving You" — Alan Jackson "Just To Hear You Say That You Love Me" — Tim McGraw and Faith Hill | My Kind Of Woman/My Kind Of Man — Vince Gill and Patty Loveless No Place That Far — Sara Evans and Vince Gill Old Dogs — Waylon Jennings, Mel Tillis, Bobby Bare and Jerry Reed Same Old Train — Clint Black, Joe Diffie, Merle Haggard, Emmylou Harris, Alison Krauss, Patty Loveless, Earl Scruggs, Ricky Skaggs, Marty Stuart, Pam Tillis, Randy Travis, Travis Tritt and Dwight Yoakam TRIO II — Dolly Parton, Emmylou Harris, and Linda Ronstadt |
  
  ## Hall Of Fame
  
  * Country Music Hall Of Fame Inductees
  * Dolly Parton Conway Twitty Johnny Bond
  