| Swept Away | Missy Raines, Alison Brown, Becky Buller, Molly Tuttle, Sierra Hull | 3:56 | |
| Slow on the Gulf | Tony Kamel | 3:47 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Can't Live Without Love | Bronwyn Keith-Hynes, Sam Bush, Molly Tuttle | 3:20 | |
| A Wanderer I'll Stay | Pharis & Jason Romero | 3:37 | |
| You Can't Be High | The Small Glories | 3:47 | |
| Up on the Divide | Mighty Poplar, Andrew Marlin, Noam Pikelny, Chris Eldridge, Alex Hargreaves, Greg Garrison | 3:20 | |
| Old Mountain Line | Po' Girl | 2:10 | |
| Sweet Dreams, Caroline | Forest Sun | 3:15 | |
| Where Berries Grow | Ana Egge | 3:36 | |
| Truck Stop Shower | Smooth Hound Smith | 3:10 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Modern Cowboy | Two Runner | 4:58 | |
| Flowers of Love | Pieta Brown, Justin Vernon | 3:27 | |
| Tumbling Tumbleweeds | Sara Watkins, I'm With Her | 2:42 | |
| Beauty Way | Eliza Gilkyson | 3:02 | |
| Clip Your Wings | The Dead Tongues | 3:13 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
| Time Rolls by (Live) | Caitlin Canty | 3:43 | |
| Harvest Queen | Steep Canyon Rangers | 4:45 | |
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| Memphis In My Mind | Whitney Rose | 2:53 | |
| Wrong Way Round | Rachel Baiman | 3:53 | |
| When You Change Your Mind | AJ Lee & Blue Summit | 3:36 | |
| Don't You Know I'm from Here | Brennen Leigh | 4:22 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Mercy | Po' Girl | 4:56 | |
| Garage Flowers | I Draw Slow | 2:58 | |
| The Whole World Round | Redbird | 2:22 | |
| P-Town | Lilly Hiatt | 2:46 | |
| Pipeline | Brennen Leigh | 2:46 | |
| Prettiest Girl | 10 String Symphony | 2:58 | |
| 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 | |
| No Sweeter Thing | Senora May | 2:22 | |
| Odds of Getting Even | Caitlin Canty | 3:15 | |
| Jenny & James | Ordinary Elephant | 3:27 | |
| Never Tire of the Road | Rachel Baiman | 3:45 | |
| Farewell to Fiddler's Rim | Dave Carter, Tracy Grammer | 2:12 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| The Brightest Day | Caitlin Canty | 2:58 | |
| So Many Miles | Pieta Brown | 3:03 | |
| I Don't Work in a Bank | Joe Pug | 1:35 | |
| Hearts Beat and Take a Beating | Forest Sun | 3:16 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Hotel Amarillo | Caroline Spence | 4:00 | |
| Just Unwanted | Bella White | 3:13 | |
| Choices And Changes | Sierra Hull | 3:19 | |
| Who’s Gonna Make My Mistakes | Caroline Spence | 2:36 | |
| Hold Steady / Rock Slow | Birds of Chicago | 5:15 | |