| The Ballad of Dale and Ray | Dale Watson, Ray Benson | 3:45 | |
| Keep It Clean | Willie Watson | 3:35 | |
| Those Were (Could've Been) the Days | The Deslondes, Sam Doores | 2:29 | |
| It's Not Supposed to Be That Way | Steve Young | 3:41 | |
| I'm Ahead If I Can Quit While I'm Behind | Jim Ford | 2:50 | |
| Blame It On the Wind | Eddie Beethoven, Everydudes, The Flatlanders | 6:43 | |
| Rendezvous USA | Terry Allen | 2:45 | |
| Borderless Love | The Flatlanders | 3:16 | |
| Vanlife | Willi Carlisle | 4:46 | |
| Harold Wilson | Fred Eaglesmith | 4:46 | |
| To Beat the Devil | Kris Kristofferson | 4:41 | |
| Dallas | The Flatlanders | 3:01 | |
| Leave The Light On | Chris Smither | 3:47 | |
| High Class City Girl from the Country | Zephaniah OHora | 3:42 | |
| This Time Last Night | Esther Rose | 3:59 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| Do You Know How It Feels to Be Lonesome? | The International Submarine Band | 3:33 | |
| What's She Crying For | Justin Townes Earle | 3:53 | |
| Wrong Time to Be Right | Sam Doores, Riley Downing, The Tumbleweeds | 4:35 | |
| Miss'ippi | Nick Shoulders | 3:23 | |
| Cigarettes | Josh Okeefe | 2:06 | |
| Unlock more with Songs Like X Pro |
| Back When | Melissa Carper | 3:38 | |
| Blue Endless Highway | Nick Shoulders | 3:29 | |
| Montgomery in the Rain | Steve Young | 4:25 | |
| Texican Badman | Peter Rowan | 2:05 | |
| Muddy Water | The Deslondes, Riley Downing | 3:36 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| Broomstraw Philosophers and Scuppernong Wine | Larry Jon Wilson | 3:12 | |
| Little Old Wine Drinker Me | Lefty Frizzell | 2:48 | |
| The Wolfman of Del Rio | Terry Allen | 5:38 | |
| I Wont Let You Down - GemsOnVHS Field Recording | Josh Okeefe, Cora Carpenter, GemsOnVHS | 2:38 | |
| Pickin' Time | Kinky Friedman | 1:41 | |
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
| From What I Recall | Melissa Carper | 4:13 | |
| Cortez Sail | Terry Allen | 6:10 | |
| The Way We Are | The Flatlanders | 3:12 | |
| I Don't Care - Remastered | Justin Townes Earle | 1:55 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| The Cuckoo | Doc & Merle Watson | 2:50 | |
| Seeds And Stems (Again) | Commander Cody and His Lost Planet Airmen | 3:49 | |
| This Must Be The Bottom | Del Reeves | 2:14 | |
| She's My Rock | Stoney Edwards | 2:24 | |
| Billy Gray | Norman Blake | 4:24 | |
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| Hog Of The Forsaken | Michael Hurley | 3:35 | |
| Feed My Monkey | Ramsay Midwood | 3:18 | |
| Northeast Texas Women | Willis Alan Ramsey | 5:51 | |
| That's How Strong My Love Is | Steve Young | 3:41 | |
