| Why They Name Whiskey After Men | Dawn Landes | 3:27 | |
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | |
| Back When | Melissa Carper | 3:38 | |
| Cry for Me | Sam Outlaw | 2:38 | |
| Earthly Justice | Western Centuries | 4:03 | |
| She's Leaving in the Morning | Zephaniah OHora | 3:08 | |
| That Just About Does It | Kristina Murray, Logan Ledger | 3:48 | |
| Misery and Gin | Jaime Wyatt | 4:24 | |
| Tell the Devil I'm Gettin' there as Fast as I Can | Ray Wylie Hubbard | 5:47 | |
| Make Me Change My Mind | Zoe Muth | 3:24 | |
| That's Where I'm From | Robbie Fulks | 6:08 | |
| Since You Put Me Down | Margo Price | 4:53 | |
| This Changes Everything | Jim Lauderdale | 3:32 | |
| Fishin' with You | Carsie Blanton | 2:16 | |
| Drag Queens In Limousines | Mary Gauthier | 5:39 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Weird Thought Thinker | Joshua Hedley | 2:56 | |
| Goodnight Rhonda Lee | Nicole Atkins | 2:33 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Simple and True | The Deslondes, Riley Downing, Cameron Snyder | 2:44 | |
| Back Home Again | Old Crow Medicine Show | 4:22 | |
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| Carryin' on This Way | Dale Watson | 3:46 | |
| Never Tire of the Road | Rachel Baiman | 3:45 | |
| Sabrina | The Stray Birds | 3:44 | |
| Listening to the Music | Zephaniah OHora | 3:14 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Great American Roadside | Otis Gibbs | 2:49 | |
| Trouble Me Anytime | Mary Bragg | 3:43 | |
| That River | Margo Cilker | 3:09 | |
| The Way I Should | Iris DeMent | 4:26 | |
| Alone with You | Garrett T. Capps, Jamie Lin Wilson | 3:14 | |
| Two Pillow Sleeper | Daniel Romano | 3:51 | |
| Friends Don't Let Friends Drink (And Fall in Love) | Sam Outlaw | 2:26 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Get a Little Gonner | Bill Kirchen | 2:44 | |
| Too Shiny | Zoe Muth | 3:53 | |
| North | Blackie & The Rodeo Kings | 3:20 | |
| You Don't Scare Me | Whitney Rose | 4:10 | |
| Jukebox | The Honeycutters | 4:36 | |
| Sure to Fall | Valerie June | 2:51 | |
| Straightjacket Love | Elizabeth Cook | 2:46 | |
| Sadder Day | Western Centuries | 4:30 | |
| The Bar Should Say Thanks | Brennen Leigh | 3:43 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| What Did You Come Back Here For? | Zoe Muth | 5:27 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| False King | Kelsey Waldon | 2:48 | |
| In My Cups | Western Centuries | 3:02 | |
| Time Won't Take Its Time | Zephaniah OHora | 3:35 | |