Year
|
Association
|
Category
|
Nominated work
|
Result
[1]
[2]
[3]
|
1986
|
Academy of Country Music
|
Top New Male Vocalist
|
—
|
Won
|
Album of the Year
|
Guitars, Cadillacs, Etc., Etc.
|
Nominated
|
Country Music Association
|
Horizon Award
|
—
|
Nominated
|
Music Video of the Year
|
"Honky Tonk Man"
|
Nominated
|
1987
|
Academy of Country Music
|
Country Music Video of the Year
|
"Little Sister"
|
Nominated
|
Grammy Awards
|
Best Country Song
|
"Guitars, Cadillacs"
|
Nominated
|
Best Male Country Vocal Performance
|
Guitars, Cadillacs, Etc. Etc.
|
Nominated
|
1988
|
Academy of Country Music
|
Top Vocal Duet
|
"Streets of Bakersfield" (with Buck Owens)
|
Nominated
|
Top Male Vocalist
|
—
|
Nominated
|
Album of the Year
|
Buenas Noches from a Lonely Room
|
Nominated
|
Country Music Association
|
Vocal Event of the Year
|
"Streets of Bakersfield" (with Buck Owens)
|
Nominated
|
Grammy Awards
|
Best Male Country Vocal Performance
|
Hillbilly Deluxe
|
Nominated
|
1989
|
Best Country Collaboration with Vocals
|
"Streets of Bakersfield" (with Buck Owens)
|
Nominated
|
Best Male Country Vocal Performance
|
Buenas Noches from a Lonely Room
|
Nominated
|
1990
|
Best Country Vocal Collaboration
|
"Sin City" (with k. d. lang)
|
Nominated
|
1991
|
Best Male Country Vocal Performance
|
"Turn It On, Turn It Up, Turn Me Loose"
|
Nominated
|
1992
|
Academy of Country Music
|
Top Vocal Duet
|
"Send a Message to My Heart" (with Patty Loveless)
|
Nominated
|
Country Music Association
|
Vocal Event of the Year
|
"Sweet Suzanne" (as part of Buzzin' Cousins)
|
Nominated
|
1993
|
Academy of Country Music
|
Album of the Year
|
This Time
|
Nominated
|
Single of the Year
|
"Ain't That Lonely Yet"
|
Nominated
|
Country Music Association
|
Nominated
|
1994
|
Male Vocalist of the Year
|
—
|
Nominated
|
Grammy Awards
|
Best Male Country Vocal Performance
|
"Ain't That Lonely Yet"
|
Won
|
Best Country Vocal Collaboration
|
"Miner's Prayer" (with Ralph Stanley)
|
Nominated
|
1995
|
Best Male Country Vocal Performance
|
"Pocket of a Clown"
|
Nominated
|
1996
|
"A Thousand Miles from Nowhere"
|
Nominated
|
Best Country Album
|
Dwight Live
|
Nominated
|
1997
|
Best Male Country Vocal Performance
|
"Nothing"
|
Nominated
|
Best Country Album
|
Gone
|
Nominated
|
1998
|
Academy of Country Music
|
Vocal Event of the Year
|
"Same Old Train" (with various artists)
|
Nominated
|
1998
|
Grammy Awards
|
Best Country Album
|
Under the Covers
|
Nominated
|
1999
|
Country Music Association
|
Vocal Event of the Year
|
"Same Old Train" (with various artists)
|
Nominated
|
Grammy Awards
|
Best Country Collaboration with Vocals
|
Won
|
2000
|
Best Male Country Vocal Performance
|
"Crazy Little Thing Called Love"
|
Nominated
|
2001
|
Country Music Association
|
Vocal Event of the Year
|
"Alright, I'm Wrong" (with Buck Owens)
|
Nominated
|
Grammy Awards
|
Best Male Country Vocal Performance
|
"A Thousand Miles from Nowhere" (re-recording)
|
Nominated
|
2011
|
Academy of Country Music
|
Cliffie Stone Pioneer Award
|
—
|
Won
|