| Country Blues | Zoe Muth and the Lost High Rollers | 4:33 | |
| Old Friends | Chuck Prophet | 3:56 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Whiskey Angel | The Black Lillies | 4:52 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| Do Right by Me | Margo Price | 3:11 | |
| White Rose | Freakwater | 4:24 | |
| The Ballad of the Opening Band | Jeff Tweedy | 4:27 | |
| Out on the Rise | The Deslondes, Sam Doores | 5:11 | |
| You Won't Find Me | Amelia Curran | 3:23 | |
| Steve Earle | Lydia Loveless | 4:28 | |
| Better Part of an Hour | The Guthries | 4:35 | |
| Put My Little Shoes | Freakwater | 2:56 | |
| Yup | David Rawlings | 4:33 | |
| Irene Wilde | Alejandro Escovedo | 2:51 | |
| Big Cheeseburgers and Good French Fries | Gurf Morlix | 2:51 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Over You | Sarah Shook & the Disarmers | 3:11 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Unlock more with Songs Like X Pro |
| The Wolfman of Del Rio | Terry Allen | 5:38 | |
| (This Ain't A) Sad Song | The Deslondes, Sam Doores | 3:21 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Shadow of the Moon | The Flatlanders | 2:52 | |
| Before I Wake | John Doe, The Sadies | 2:31 | |
| Get A Better One | Chris Smither | 2:46 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Honky Tonks and Taverns | Lillie Mae | 2:19 | |
| Maybelline | Ramsay Midwood | 3:17 | |
| Too Soon to Tell | Todd Snider | 5:15 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Don't This Look Like The Dark | Magnolia Electric Co., Jason Molina | 4:11 | |
| Harlan | Freakwater | 3:02 | |
| Fool Such As I | John Doe, The Sadies | 2:32 | |
| Cemetary Road | Fred Eaglesmith | 2:17 | |
| Spittin’ On Fire | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:05 | |
| Spanish Moss | Jackson C. Frank | 4:30 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Lindsey Button | David Rawlings | 5:03 | |
| Fifteen Passenger Van | Jonny Fritz | 2:05 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| Somebody Pick Up My Pieces | Willie Nelson | 4:39 | |
| Always A Friend | Alejandro Escovedo | 3:35 | |
| Factory Girl - Album Version (Baseball Park Sessions) | Whiskeytown | 4:50 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
