| Houston | Robert Ellis | 7:12 | |
| I Won't Let It | Daniel Romano | 4:08 | |
| Whiskey Angel | The Black Lillies | 4:52 | |
| Perfect | The Mastersons | 4:03 | |
| Two Time Loser | The Deep Dark Woods | 4:27 | |
| Alright | Adam Carroll | 3:04 | |
| Boots of Spanish Leather | Nanci Griffith | 5:17 | |
| Time Stands Still | Chris Smither | 3:45 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| The Running Kind | Zoe Muth | 3:07 | |
| That's Where I'm From | Robbie Fulks | 6:08 | |
| You'll Never Again Be Mine | Levon Helm | 3:09 | |
| Indiana Rose | Barna Howard | 4:29 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| Easy's Gettin' Harder Every Day | Iris DeMent | 5:01 | |
| Double or Nothing | Western Centuries | 4:03 | |
| Where in the World Have You Been? | Dead Man Winter | 4:07 | |
| Here In the Going Going Gone | Greg Brown | 3:49 | |
| Gone Away from Me | Holly Williams, Jackson Browne | 4:30 | |
| Ghost Bird | Amanda Shires | 3:47 | |
| Sad Baptist Rain | John Moreland | 3:25 | |
| Unlock more with Songs Like X Pro |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Coyotes Sing Tonight | Melissa Carper, Rebecca Patek | 2:38 | |
| Two Cans of Paint | Robert Ellis | 4:37 | |
| Keep It Clean | Willie Watson | 3:35 | |
| Redbird | Redbird | 2:26 | |
| Blue Is My Heart | Holly Williams | 2:42 | |
| Devil's Got My Woman | Andrew Combs | 2:35 | |
| Shine On | May Erlewine | 4:46 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Learning To Do Without Me | Daniel Romano | 3:21 | |
| If You Knew My Mind | Grayson Capps | 3:03 | |
| 18 Wheels | Fred Eaglesmith | 5:01 | |
| Ships | Redbird | 3:02 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| Oyster and Pearl | Amy Ray, Phil Cook, Brad Cook, Justin Vernon | 4:00 | |
| Take It from Me | Andrew Combs | 4:17 | |
| Golden | Dead Man Winter | 3:00 | |
| Somebody I Know | Zoe Muth | 5:09 | |
| Buckets of Rain | Redbird | 3:41 | |
| The Door Was Always Open | Joe Pug | 2:49 | |
| If I've Only One Time Askin' | Daniel Romano | 2:54 | |
| Down In The Bowery | Alejandro Escovedo | 4:17 | |
| Went To See The Gypsy | Martha Scanlan | 3:32 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
