| # | Title | Artist | Length |
|---|
| 1 | Guitar Town | Steve Earle | 2:36 |
| 2 | Tennessee Flat Top Box | Rosanne Cash | 3:10 |
| 3 | Streets of Bakersfield | Dwight Yoakam & Buck Owens | 2:50 |
| 4 | She Never Spoke Spanish to Me | Joe Ely | 3:36 |
| 5 | She's No Lady | Lyle Lovett | 3:15 |
| 6 | Baby, Now That I've Found You | Alison Krauss | 3:50 |
| 7 | Love at the Five and Dime | Kathy Mattea & Don Williams | 3:42 |
| 8 | L.A. Freeway | Jerry Jeff Walker | 4:51 |
| 9 | Highway Patrol | Junior Brown | 2:39 |
| 10 | Desperados Waiting for a Train | Guy Clark | 4:33 |
| 11 | Car Wheels on a Gravel Road | Lucinda Williams | 4:46 |
| 12 | Drive South | John Hiatt | 3:53 |
| 13 | Two More Bottles of Wine | Emmylou Harris | 3:05 |
| 14 | What a Cryin' Shame | The Mavericks | 3:50 |
| 15 | Even If It's Wrong | BR5-49 | 3:16 |
| 16 | The Last of the True Believers | Nanci Griffith | 2:52 |
| 17 | Timber I'm Falling in Love | Patty Loveless | 2:33 |
| 18 | Our Town | Iris DeMent | 4:59 |
