| # | Title | Artist | Length |
|---|
| 1 | Play Something Country | Brooks & Dunn | 3:18 |
| 2 | A Real Fine Place to Start | Sara Evans | 4:01 |
| 3 | Never Wanted Nothing More | Kenny Chesney | 3:30 |
| 4 | White Liar | Miranda Lambert | 4:50 |
| 5 | Homewrecker | Gretchen Wilson | 3:28 |
| 6 | Amazed- producer:
- Dann Huff
- phonographic copyright (℗) by:
- Sony Music Entertainment (in 1999)
- music videos:
- Amazed by Lonestar
- part of:
- Holler's Best 2000s Country Songs (number: 83)
- recording of:
- Amazed
- writer:
- Marv Green, Chris Lindsey and Aimee Mayo
- publisher:
- Careers–BMG Music Publishing, Inc., Chrysalis One Publishing UK Ltd., Kobalt Music Publishing Ltd., Reservoir Media Management, Inc., Round Hill Music, Silverkiss Music, Songs of Nashville DreamWorks, Universal Music Publishing MGB Ltd. and Warner–Tamerlane Publishing Corp.
| Lonestar | 4:02 |
| 7 | Wrong Again | Martina McBride | 3:17 |
| 8 | Blame It on Your Heart | Patty Loveless | 3:35 |
| 9 | Drive (for Daddy Gene) | Alan Jackson | 4:04 |
| 10 | Many a Long and Lonesome Highway | Rodney Crowell | 4:16 |
| 11 | Seven Year Ache | Rosanne Cash | 3:16 |
| 12 | When You Say Nothing at All | Keith Whitley | 3:43 |
| 13 | Big City | Merle Haggard | 3:01 |
| 14 | That’s the Chance I’ll Have to Take | Waylon Jennings | 2:07 |
| 15 | L.A. Freeway | Guy Clark | 4:58 |
| 16 | Shut Up and Kiss Me | Mary Chapin Carpenter | 3:43 |
| 17 | Cajun Moon | Ricky Skaggs | 3:47 |
| 18 | On the Road Again | Willie Nelson | 2:35 |
| 19 | Take Make Home Country Road | John Denver | 3:09 |
| 20 | The Last Cowboy Song | The Highwaymen | 3:12 |