| No Lonesome Tune | Townes Van Zandt, Willie Nelson | 3:28 | |
| 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 | |
| Drunken Poet's Dream | Ray Wylie Hubbard | 4:20 | |
| Pass You By | Gillian Welch | 3:57 | |
| Dancing the Night Away - Remastered | Amazing Rhythm Aces | 5:40 | |
| Graceland | Willie Nelson | 4:44 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| The War After the War | Mary Gauthier | 3:44 | |
| Where You Going | Jimmie Dale Gilmore | 4:22 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Not A Dry Eye In The House | Jeannie Seely, Willie Nelson | 3:47 | |
| If I Just Knew What to Say - Remastered | Amazing Rhythm Aces | 2:05 | |
| A Lot of Good Ones Gone | Peter Wolf | 3:33 | |
| Middle of Nowhere | Zoe Muth | 4:18 | |
| Wishing All These Things Were New | Merle Haggard | 3:20 | |
| 1952 Vincent Black Lightning | Red Molly | 5:10 | |
| A Little Bit of Bad | NRBQ | 3:21 | |
| Better Part of an Hour | The Guthries | 4:35 | |
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Goin' Down to Laurel | Steve Forbert | 5:00 | |
| Unlock more with Songs Like X Pro |
| Sure Feels Good Anyway | Amy Ray | 4:30 | |
| Bitter End | The Jayhawks | 4:17 | |
| Please Don't Say Goodbye | Marty Stuart And His Fabulous Superlatives | 2:48 | |
| Ghost Repeater | Jeffrey Foucault | 5:10 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| A World of Hurt | Drive-By Truckers | 4:51 | |
| Powderfinger | Kyle Swartzwelder | 5:23 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| Everybody's Missing the Sun | The Gourds | 2:59 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Sunday Morning | Elizabeth Cook | 3:12 | |
| Songbird | Eric Clapton, Willie Nelson | 2:55 | |
| Rosalie | Alejandro Escovedo | 3:49 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Crazy | Carla Bruni, Willie Nelson | 3:03 | |
| Desolation Row | Chris Smither | 7:45 | |
| Sinner | Aaron Lewis, Willie Nelson | 3:31 | |
| Absolutely | The Subdudes | 3:59 | |
| Set Me Down On A Cloud | Lukas Nelson and Promise of the Real, Lucius | 7:16 | |
| Wishbones | Slaid Cleaves | 3:27 | |
| Wild Horses | Leon Russell | 3:37 | |
| The Maker | Willie Nelson | 5:08 | |
| I Ain't Leaving | Mary Gauthier | 5:17 | |
| Bad Trick | Ray Wylie Hubbard, Ringo Starr, Don Was, Joe Walsh, Chris Robinson | 4:01 | |
| Let Me Down Hard | John Eddie | 4:59 | |
| Runnin’ Shine | Lukas Nelson and Promise of the Real | 3:22 | |
| I Never Cared For You | Willie Nelson | 2:18 | |
| Back To Me | Kathleen Edwards | 3:30 | |
