| Brother, Taxman, Preacher | Margo Cilker | 2:36 | |
| Sure Feels Good Anyway | Amy Ray | 4:30 | |
| Someday/Sometime | Scott Miller | 3:54 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Terlingua Girl | Lillie Mae | 4:14 | |
| Only Always | Nicki Bluhm and the Gramblers | 3:19 | |
| Keep Travelin' | Front Country | 2:48 | |
| Moonlight Serenade | Taneytown, Amanda Shires | 4:59 | |
| You Got to Me | James McMurtry | 5:23 | |
| Ferris Wheel | Natalie Hemby | 3:49 | |
| Never Cry Again | John Fullbright | 4:14 | |
| Bulletproof | Amanda Shires | 4:13 | |
| Wine Lips | Lydia Loveless | 3:42 | |
| Sweet Spot | Tift Merritt | 2:50 | |
| Each Season | Nora Jane Struthers | 3:48 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Oyster and Pearl | Amy Ray, Phil Cook, Brad Cook, Justin Vernon | 4:00 | |
| Head | Lydia Loveless | 4:21 | |
| If I | Amanda Shires | 2:14 | |
| Please, Please, Please | Andrew Combs | 4:27 | |
| Trade All the Lights (feat. Lydia Loveless) | Caleb Caudle, Lydia Loveless | 3:38 | |
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| Time Honored Tradition | Natalie Hemby | 3:16 | |
| Heaven Is A Honky Tonk | The Highwomen, Brandi Carlile, Natalie Hemby, Maren Morris, Amanda Shires, Sheryl Crow | 3:54 | |
| You Don't Scare Me | Whitney Rose | 4:10 | |
| High Rise | H.C. McEntire | 4:49 | |
| Midnight Rider | Peter Levin, The Blind Boys Of Alabama, Amanda Shires, Marc Quiñones | 4:47 | |
| Wildflower Honey | The Stray Birds | 4:08 | |
| Call Me Sometime | Becky Warren | 3:24 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Dry Town | Della Mae | 2:42 | |
| Only A Clown | Caitlin Rose | 3:37 | |
| If I Were a Carpenter (feat. Kelsey Waldon) | JP Harris, Kelsey Waldon | 3:10 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Kentucky, 1988 | Kelsey Waldon | 4:04 | |
| Look Out Mama | Hurray For The Riff Raff | 3:25 | |
| Charms | Amanda Shires | 2:33 | |
| Take Me for a Ride | Caitlin Canty | 4:09 | |
| Something Less Than Something More | Caitlin Cary, Thad Cockrell | 5:08 | |
| Rattlesnake Girl | Jaime Wyatt | 3:23 | |
| Silver Lining | Carl Anderson | 2:30 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Take on the Dark | Amanda Shires | 3:01 | |
| Who’s Gonna Make My Mistakes | Caroline Spence | 2:36 | |
| One More Song The Radio Won't Like | Kathleen Edwards | 4:24 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Oh Roberta | Slaid Cleaves | 3:17 | |
| The River's Gonna Run | Buddy & Julie Miller | 3:59 | |
| Black River | Sierra Hull | 3:51 | |