| Swept Away | Missy Raines, Alison Brown, Becky Buller, Molly Tuttle, Sierra Hull | 3:56 | |
| Wildflowers | Ana Egge | 3:07 | |
| Debtors' Prison | Dustbowl Revival | 4:53 | |
| Papa's on the Housetop | East Nash Grass | 2:43 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Grass Valley | Molly Tuttle, Molly Tuttle & Golden Highway | 3:52 | |
| When They Dance the Mountains Shake | The Lowest Pair | 3:39 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Hard Times Come Again No More | David Ferguson, Sierra Hull | 2:50 | |
| Don't You Know I'm from Here | Brennen Leigh | 4:22 | |
| Back to Bluegrass | AJ Lee & Blue Summit | 3:12 | |
| Are You Ready To Say Goodbye? | Missy Raines, Missy Raines & Allegheny, Alison Brown | 4:18 | |
| Boy from Charlevoix | Kate Rhudy | 2:35 | |
| Barefoot in Jail | Mile Twelve | 2:57 | |
| Broken Glass | Marija Droze | 3:59 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Through the Pines | Trout Steak Revival | 3:18 | |
| Love You Like I Should | The Steel Wheels | 3:33 | |
| You’ve Got This | Jim Lauderdale | 2:33 | |
| Onwards | Mile Twelve | 3:37 | |
| Bend In The Road | Chris Jones & The Night Drivers | 2:08 | |
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| July You're A Woman | Frank Solivan and Dirty Kitchen | 4:00 | |
| More Like a River | Molly Tuttle, Molly Tuttle & Golden Highway | 2:57 | |
| Time | The Greencards | 4:31 | |
| Girl's Breakdown | Alison Brown | 3:44 | |
| I’ll Come Knocking | Matt Rollings, Lukas Nelson, Molly Tuttle, Buddy Miller | 3:55 | |
| Hug Point (feat. Sierra Hull & Molly Tuttle) | Béla Fleck, Sierra Hull, Molly Tuttle | 5:18 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| The Whole of the Moon | The Travelin' McCourys | 4:42 | |
| Who Needs A Mine? | Missy Raines, Missy Raines & Allegheny, Kathy Mattea | 4:23 | |
| You've Never Been to North Dakota | Brennen Leigh | 3:53 | |
| I've Gotta Get A Message to You | Bobby Osborne, Alison Brown, Claire Lynch, Rob Ickes, Sierra Hull, Stuart Duncan, Trey Hensley | 4:38 | |
| Let's Just Have Supper | Nora Jane Struthers, Korby Lenker | 3:26 | |
| I Wish It Would Rain | The Stray Birds | 3:23 | |
| Take Me To The Ending | The Steel Wheels | 3:51 | |
| You Can't Stop Me from Staying | Jaelee Roberts | 3:16 | |
| Kentucky Highway | Williamson Branch | 3:39 | |
| The Other Side | The Lonely Heartstring Band | 4:25 | |
| Heartbreak Train | Caroline Owens | 2:39 | |
| Howard Hughes Blues | Robert Ellis, Courtney Hartman | 2:50 | |
| Middle Of The Woods | Sierra Hull | 2:39 | |
| Ida Red | Uncle Earl | 2:38 | |
| Escape | Sierra Hull | 3:06 | |
| Empire | Della Mae | 2:52 | |
| Be Ready To Sail | Claire Lynch | 3:26 | |
| Heartbreaker's Alibi | Rhonda Vincent | 3:00 | |
| Envy | Sierra Hull | 2:25 | |
| Ain't No Ash Will Burn | Della Mae | 4:17 | |
| Father Time | Sierra Hull | 4:03 | |