| Carmelita | Fred Eaglesmith | 4:30 | |
| The First Time I Saw Waylon | Roger Alan Wade | 3:01 | |
| Paid My Dues (feat. Jack Ingram) | Bruce Robison, Jack Ingram | 3:22 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| Keep the Home Fires Burnin' | Sarah Shook & the Disarmers | 3:03 | |
| Take it Out Back | Chuck Brodsky | 3:10 | |
| Houston, TX | Deer Tick | 3:44 | |
| Limpia Hotel (Chihuahua Desert) | Shinyribs | 4:21 | |
| Eyes of a Child | Blue Mountain | 3:11 | |
| Cocaine Cowboy | Terry Allen, The Panhandle Mystery Band | 3:04 | |
| Leaving Louisiana in the Broad Daylight | Shovels & Rope | 3:33 | |
| Minor Enough | Wrinkle Neck Mules | 3:20 | |
| Far From Home | Western Centuries | 3:52 | |
| Bloody Mary Morning | Vincent Neil Emerson | 2:49 | |
| Keep It Clean | Willie Watson | 3:35 | |
| Louise | The Deslondes, Dan Cutler | 3:17 | |
| Dog - Audiotree Live Version | The Bottle Rockets, Audiotree | 2:21 | |
| Dead on the River (Rolling Down) | Ian Noe | 5:06 | |
| El Camino | Elizabeth Cook | 2:43 | |
| Lumberlung | Slobberbone | 4:28 | |
| Red Bird | Terry Allen, The Panhandle Mystery Band | 4:22 | |
| Unlock more with Songs Like X Pro |
| Whiskey Angel | The Black Lillies | 4:52 | |
| It's Never Too Late to Call | Paul Thorn | 3:01 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| No Goodwill Stores in Waikiki | Blaze Foley | 3:16 | |
| Small Motors | Fred Eaglesmith | 3:13 | |
| Rodeo | Jeremy Pinnell | 3:10 | |
| Smoky Mountain Taxi | Adam Carroll | 3:49 | |
| Honky Red | Murray McLauchlan | 3:58 | |
| Hundred Dollar Valentine | Chris Smither | 3:05 | |
| Worth Dyin' For | Gurf Morlix | 4:42 | |
| Bloody 98 | Blue Mountain | 2:47 | |
| Homeland Refugee | The Flatlanders | 3:58 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Better Part of an Hour | The Guthries | 4:35 | |
| Old Enough (feat. Ricky Scaggs and Ashley Monroe) | The Raconteurs, Ricky Scaggs, Ashley Monroe | 5:45 | |
| Ragtime Troubles | Luke Bell | 2:42 | |
| Errol's Song | Adam Carroll | 4:36 | |
| Spookin' The Horses | Fred Eaglesmith | 4:37 | |
| Lonesome Blues | Shooter Jennings | 3:59 | |
| Amtrak Crescent | Scott Miller | 4:41 | |
| Mighty Big Car | Fred Eaglesmith | 3:29 | |
| Alligator's Lament | Ramsay Midwood | 2:55 | |
| Excuse Me While I Break My Own Heart Tonight - Faithless Street Album Version | Whiskeytown | 3:20 | |
| The Winner | Kris Kristofferson | 4:58 | |
| Alcohol And Pills | Fred Eaglesmith | 3:58 | |
| False Hearted Lover Blues | Levon Helm | 3:29 | |
| Horseshoe Lounge | Slaid Cleaves | 3:02 | |
| Tennessee Jed | Levon Helm | 5:58 | |
