| Trouble Me Anytime | Mary Bragg | 3:43 | |
| Keep the Home Fires Burnin' | Sarah Shook & the Disarmers | 3:03 | |
| Everybody Wants to Go to Heaven | The Local Honeys | 4:03 | |
| Buddies | Lauren Barth | 3:25 | |
| Grand Restoration | Natalie Hemby | 2:57 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| One Red Rose | Iris DeMent | 3:07 | |
| I Sang The Song | Mac Wiseman, John Prine, Peter Cooper, Thomm Jutz | 3:35 | |
| Never Tire of the Road | Rachel Baiman | 3:45 | |
| Long Way to Texas | Yarn | 3:00 | |
| Lost John Dean | Kieran Kane, Kevin Welch, Fats Kaplin | 3:26 | |
| When You're Gone | Amanda Shires | 3:06 | |
| Muddy Waters | Nikki Lane | 3:11 | |
| Half a Heart Keychain | Riddy Arman | 3:20 | |
| Drivin' | Robert Ellis | 2:46 | |
| Keep Travelin' | Front Country | 2:48 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| You Wreck Me | Kamara Thomas & the Ghost Gamblers | 4:53 | |
| To The Wild | The Steel Wheels | 4:13 | |
| Prayer in Open D | Shannon McNally | 3:55 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
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| Here I Am in Love Again | Robert Ellis, Courtney Hartman | 3:19 | |
| Country Morning Music | Keith Sykes | 2:27 | |
| That's All Right | Dori Freeman | 3:18 | |
| One Part, Two Part | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:43 | |
| Motorcycle | Ana Egge | 3:01 | |
| Whole Blue Heart | Lillie Mae | 4:10 | |
| Don't You Know I'm from Here | Brennen Leigh | 4:22 | |
| Dim Lights, Thick Smoke, And Loud, Loud Music (feat. Amanda Shires) | John Prine, Amanda Shires | 2:58 | |
| The Pain of Loving You | Lula Wiles | 2:42 | |
| Lorene | Brent Cobb | 2:23 | |
| She's a Hurricane | The Brothers Comatose | 3:21 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Wouldn't Be the First Time | Kieran Kane, Rayna Gellert | 2:59 | |
| Trouble Looks Good on You | Amy Speace | 2:52 | |
| Bright Shadow | Ana Egge | 2:54 | |
| Anne Marie | Wood & Wire | 3:06 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| People Get Old | Lori McKenna | 3:42 | |
| Leaving on Our Minds | Viv & Riley | 3:58 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Coyotes Sing Tonight | Melissa Carper, Rebecca Patek | 2:38 | |
| Sorry You're Sick | Ana Egge | 3:22 | |
| In Tall Buildings | Sam Bush | 3:28 | |
| Low Down Soul | The Deslondes | 3:36 | |
| Bad News (By No Means) | Emily Nenni | 3:12 | |
| Time Rolls By | Caitlin Canty | 3:35 | |
| The Hand Of Your Raising | Bella White | 2:40 | |