Awards
| Year | Award | Organization |
|---|---|---|
| 1970 | Best Country Performance by a Duo or Group with Vocal for "MacArthur Park" | Grammy Awards |
| 1975 | Male Vocalist of the Year | Country Music Association |
| 1976 | Album of the Year for "Wanted! The Outlaws" | Country Music Association |
| 1976 | Vocal Duo of the Year | Country Music Association |
| 1976 | Single of the Year for "Good-Hearted Woman" | Country Music Association |
| 1979 | Best Country Performance by a Duo or Group with Vocal for "Mammas, Don't Let Your Babies Grow Up to Be Cowboys" | Grammy Awards |
| 1985 | Single of the Year for "Highwayman" | Academy of Country Music |
| 2001 | Country Music Hall of Fame induction | Country Music Hall of Fame |
| 2003 | CMT Greatest Men of Country Music, Rank No. 5 | CMT's 40 Greatest Men of Country Music |
| 2006 | Hollywood's RockWall induction | Hollywood's RockWall |
| 2007 | Cliffie Stone Pioneer Award | Academy of Country Music |
| 2007 | Lifetime Achievement Award | Nashville Songwriters' Festival |
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