| Rambling, Gambling Willie | The Lonely Heartstring Band | 3:27 | |
| Cannonball Girl | Dustin Welch, Kevin Welch | 4:44 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Empty Train | David Francey | 2:44 | |
| Cheney's Toy | James McMurtry | 5:49 | |
| Down South in New Orleans | Buddy Miller, Jim Lauderdale | 2:58 | |
| No Later than Soon | Jim Lauderdale | 2:56 | |
| Sardine Song | Old Man Luedecke | 3:16 | |
| Button Your Collar | Goodnight, Texas | 3:25 | |
| Trumpty Dumpty Blues | Jeff Daniels | 3:29 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Hoboerotica | Jalan Crossland | 4:29 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Song for Ian Tyson | Old Man Luedecke | 3:28 | |
| The Horse Accident (In Which a Girl Was All but Killed) | Goodnight, Texas | 3:04 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| I'll Be There If You Ever Want | John C. Reilly, Becky Stark | 3:05 | |
| Tennessee Tobacco | Danny Michel | 3:06 | |
| Downbound Train | Joe Pug | 4:05 | |
| Country Morning Music | Keith Sykes | 2:27 | |
| Worth Dyin' For | Gurf Morlix | 4:42 | |
| Unlock more with Songs Like X Pro |
| 36 Cents | The Bacon Brothers | 4:24 | |
| Pale Moonshine | Jason Dea West, Aurelia Anne Cohen, Lob Strilla, Benjamin Tod, Ashley Mae, Chari Weatherford | 2:36 | |
| I Don't Work in a Bank | Joe Pug | 1:35 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Death and the Maiden | Mean Mary | 9:46 | |
| Little Stream of Whiskey | Old Man Luedecke | 2:46 | |
| Billy From the Hills | Greg Brown | 5:00 | |
| The Murder Of The Lawson Family | Vandaveer | 3:13 | |
| Diamonds To Dust | Gurf Morlix | 3:26 | |
| Keep Your Head Up | Sherman Downey | 4:24 | |
| Mr Bones | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| One Part, Two Part | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:43 | |
| I Could Be Drinkin' | Paisley Fields | 4:08 | |
| Rose Tattoo | Mean Mary | 5:13 | |
| Swinging From The Chains Of Love | Blackie & The Rodeo Kings | 3:42 | |
| Dark Eyed Gal (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:58 | |
| Bosler | Jalan Crossland | 3:50 | |
| Hands of Man | The Stray Birds | 2:50 | |
| Lo Siento, Spanishburg, WVA | Scott Miller | 3:58 | |
| I Go Like The Raven | Dave Carter, Tracy Grammer | 3:35 | |
| Anna Lise Please | Kevin Welch | 5:31 | |
| Old House | Paddy Mills | 2:14 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
| Angeline | James McMurtry | 4:04 | |
| False Hearted Lover Blues | Levon Helm | 3:29 | |
| Letter From Heaven | Bill Morrissey | 1:54 | |
| Troubles | Tara Nevins | 4:03 | |
| Hallie Lonnigan | Tom Russell | 3:49 | |
