| Cast overview, first billed only: |
 | Patrick Dempsey | - | Himself - Host |
 | Shania Twain | - | Herself (archive footage) |
 | Faith Hill | - | Herself (archive footage) |
 | Sara Evans | - | Herself (archive footage) |
 | Dolly Parton | - | Herself (archive footage) |
 | Martina McBride | - | Herself (archive footage) |
 | LeAnn Rimes | - | Herself (archive footage) |
 | Sheryl Crow | - | Herself (archive footage) |
 | Julie Roberts | - | Herself (archive footage) |
 | Deana Carter | - | Herself (archive footage) |
 | Gretchen Wilson | - | Herself (archive footage) |
 | Dixie Chicks | - | Themselves (archive footage) |
 | Heidi Newfield | - | Themselves (archive footage) |
 | Chely Wright | - | Herself (archive footage) |
 | Jennifer Hanson | - | Herself (archive footage) |
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