| Simple Gearle | Stacey Earle | 2:30 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Ferris Wheel | Natalie Hemby | 3:49 | |
| Please, Please, Please | Andrew Combs | 4:27 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| You Must Go | Lilly Hiatt | 5:02 | |
| How the Mighty Have Fallen | Margo Price | 3:11 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | |
| Gone Away from Me | Holly Williams, Jackson Browne | 4:30 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| What I Deserve | Kelly Willis | 4:20 | |
| Rogers Park | Justin Townes Earle | 4:27 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| Hiway 9 | Eliza Gilkyson | 4:17 | |
| Take Me Back To Yesterday | Darrell Scott | 4:02 | |
| Downbound Train | Joe Pug | 4:05 | |
| Muddy Waters | Nikki Lane | 3:11 | |
| Still Not Home | Tift Merritt | 3:48 | |
| I Don't Know Anybody in This Town | Greg Brown | 3:27 | |
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| The Bird & The Rifle | Lori McKenna | 4:24 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Somebody I Know | Zoe Muth | 5:09 | |
| If I've Only One Time Askin' | Daniel Romano | 2:54 | |
| Break out the Champagne | Amanda Shires | 2:45 | |
| Freak Flag | Greg Brown | 4:19 | |
| Only Always | Nicki Bluhm and the Gramblers | 3:19 | |
| Death in Arkansas | Eliza Gilkyson | 4:18 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Love Be a Bird | Amanda Shires | 4:10 | |
| White Gardenias | Justin Townes Earle | 2:38 | |
| Oyster and Pearl | Amy Ray, Phil Cook, Brad Cook, Justin Vernon | 4:00 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Emerald Street | Eliza Gilkyson | 3:45 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Trade All the Lights (feat. Lydia Loveless) | Caleb Caudle, Lydia Loveless | 3:38 | |
| Fireflies | Lori McKenna | 4:17 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Two Time Loser | The Deep Dark Woods | 4:27 | |
| Down In The Bowery | Alejandro Escovedo | 4:17 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Never Needed It More | Chris Smither | 3:17 | |
| Angel Flying Too Close To The Ground | Amanda Shires, Bobbie Nelson | 2:49 | |
| Happy And Free | Colvin & Earle | 2:17 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |