| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Too Many Rivers | Jessi Colter | 2:32 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| End Of The End Of The World | Lee Ann Womack | 2:18 | |
| Wake Me in Wyoming | Whitney Rose | 3:26 | |
| Harper Valley Pta | Bruce Robison, Kelly Willis | 3:45 | |
| Sweet Evangelina | Hoyt Axton | 3:11 | |
| I Never Heard You Say | Kimmie Rhodes | 5:38 | |
| Song for Ian Tyson | Old Man Luedecke | 3:28 | |
| Closer to You | The Mastersons | 3:48 | |
| Love Hurts | Carrie Rodriguez | 4:15 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| Can I Offer You a Song | Chip Taylor | 3:44 | |
| Get a Little Gonner | Bill Kirchen | 2:44 | |
| Kentucky, 1988 | Kelsey Waldon | 4:04 | |
| We Pave the Way | Orkesta Mendoza, Carrie Rodriguez | 3:37 | |
| When Bitter Met Sweet | The Honeycutters | 3:41 | |
| It's Hard to Sing This Song | Chip Taylor | 4:09 | |
| Wear Me Out | Jesse Winchester | 2:37 | |
| 9,999,999 Tears | Kelly Willis, Bruce Robison | 3:55 | |
| Dry Town | Della Mae | 2:42 | |
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| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| Red Dress | Lavender Country | 4:23 | |
| Sweet Tequila Blues | Chip Taylor, Carrie Rodriguez | 3:15 | |
| Hey Little Darlin' | Zoe Muth | 3:30 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| I Dreamed I Was Lola Beltrán | Carrie Rodriguez | 5:23 | |
| Queen of Them All | The Cactus Blossoms | 3:40 | |
| Warm Guns | Western Centuries | 4:55 | |
| Open Up | Chris Smither | 2:55 | |
| Such True Love | Zoe Muth | 4:08 | |
| Senorita Falling Down | Chip Taylor | 2:41 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Aunt Peg's New Old Man | Robbie Fulks | 3:01 | |
| I Feel Like Hank Williams Tonight | Sunny Sweeney | 3:48 | |
| Move Along Devil | Summer Dean | 3:33 | |
| Midnight Communion | Delbert McClinton | 4:10 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| I Hope You’re Unhappy | Ags Connolly | 3:06 | |
| My Baby's Gone | Carrie Rodriguez | 4:01 | |
| More and More, Less and Less | Delbert McClinton & Glen Clark | 2:53 | |
| Tell The Engineer | Fred Eaglesmith | 3:59 | |
| Bohemian Wedding Song | Shannon McNally | 5:49 | |
| Ain't Glad I'm Leaving | Justin Townes Earle | 2:32 | |
| Wishing All These Things Were New | Merle Haggard | 3:20 | |
| Flatland Boogie | Terry Allen | 5:33 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
