| Pennsylvania Hills | Pat Reedy | 4:11 | |
| Lucille | Fred Eaglesmith | 4:01 | |
| An Old Mountain Tune | Joseph Huber | 4:20 | |
| The Days Engrave | The .357 STring Band | 4:30 | |
| Drinkin' Days | Slaid Cleaves | 4:52 | |
| Sioux Named Boy | Roger Alan Wade | 2:43 | |
| Irene | Ian Noe | 3:53 | |
| Canadian Cowboy | Tim Hus | 3:02 | |
| California Highway | Jesse Daniel | 3:06 | |
| Night Time Eagle | Jeremy Pinnell | 3:04 | |
| 18 Wheeler Fever | Scott H. Biram | 3:53 | |
| If I Was a Candle | Eleven Hundred Springs | 2:47 | |
| Truck Drivin' bastard, Me | The Franklin County Trucking Company | 3:11 | |
| Ruins Of Paradise | Roger Alan Wade | 3:28 | |
| Johnny Cash | Fred Eaglesmith | 3:20 | |
| Oklahoma Gypsy Shuffler | Adam Carroll | 4:45 | |
| I Guess It's Alright to Be an Asshole | Jason Boland & The Stragglers | 2:02 | |
| Panhead | Otis Gibbs | 6:14 | |
| Hank Williams Said It Best | Guy Clark | 4:43 | |
| Big Horn Mountain Blues | Jalan Crossland | 4:41 | |
| 18 Wheels of Hell | Whiskeydick | 2:26 | |
| Unlock more with Songs Like X Pro |
| Long Put Down That Gospel | The .357 STring Band | 5:18 | |
| January in Louisiana | Fifth On The Floor | 3:20 | |
| The Highway Less Taken | Justin Wells | 3:22 | |
| The Ballad of Bull Hurley | The Franklin County Trucking Company | 2:00 | |
| Sometimes Dogs Bark at Nothing | JP Harris | 2:27 | |
| Leaving Chattanooga | Wrinkle Neck Mules | 3:03 | |
| Sellout? | Josh Morningstar | 3:26 | |
| Poor Rambler | Sturgill Simpson | 3:45 | |
| Put Another Log on the Fire | Roger Alan Wade | 2:12 | |
| God Bless West Virginia | Ziggy Pockets | 3:15 | |
| Eighteen Wheels and a Dozen Roses | The Franklin County Trucking Company | 2:19 | |
| The Only Thing She Left Me Was the Blues | Eleven Hundred Springs | 3:40 | |
| Soft Spot (For the Hard Stuff) | Jesse Daniel | 5:28 | |
| Raven | Ugly Valley Boys | 2:58 | |
| The Outlaw Ways | Hank 3 & David Allan Coe | 7:16 | |
| Ass, Gas, Or Grass | Railbenders | 3:49 | |
| I'll Leave the Bottle at the Bar | Whitey Morgan and the 78's | 2:34 | |
| Long Lonely Road | Honky Tonk Hustlas | 3:06 | |
| Dark Bar And A Jukebox | J. B. Beverley & The Wayward Drifters | 2:30 | |
| Smokestack Lady | The Black Lillies | 5:06 | |
| Let Him Roll | Guy Clark | 4:03 | |
| Bury Me in Southern Ground | Rebel Son | 4:45 | |
| Turn for the Worse | The Bottle Rockets | 2:57 | |
| Dopamine Dream | Wrinkle Neck Mules | 3:50 | |
| Drinkin' and Druggin' and Watchin' T.V. | Bobby Bare | 2:07 | |
| Evangelina | Hoyt Axton | 3:33 | |
| The Road Goes On Forever | The Highwaymen | 4:41 | |
| In The Corner, At The Table, By The Jukebox | James Hand | 3:20 | |
