| Year | Award | Awards | Notes |
|---|---|---|---|
| 1989 | Grammy for Best Country Vocal Collaboration ("There's a Tear in My Beer"). | Grammy | with Hank Williams, Jr. |
| 1989 | Music Video of the Year | CMA | with Hank Williams, Jr. |
| 1989 | Vocal Event of the Year | CMA | with Hank Williams, Jr. |
| 1989 | Video of the Year | Academy of Country Music | with Hank Williams, Jr. |
| 1990 | Vocal Collaboration of the Year | TNN/Music City News | with Hank Williams, Jr. |
| 1990 | Video of the Year | TNN/Music City News | with Hank Williams, Jr. |
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