| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| After The Fire Is Gone | Buddy Miller, Lee Ann Womack | 3:00 | |
| Who's to Bless and Who's to Blame | Kris Kristofferson | 3:29 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
| Dakota the Dancing Bear, Pt. II | David Allan Coe | 3:57 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| The Last Cowboy Song | The Highwaymen, Willie Nelson, Johnny Cash, Waylon Jennings, Kris Kristofferson | 3:10 | |
| Country Morning Music | Keith Sykes | 2:27 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Youngstown | Blue Moon Rising | 3:44 | |
| Angel from Montgomery | Bonnie Raitt | 4:11 | |
| From Here to Forever | Kris Kristofferson | 3:32 | |
| Evergreen (Love Theme from, "A Star Is Born") - Reprise | Barbra Streisand, Kris Kristofferson | 1:46 | |
| Cocaine Carolina | David Allan Coe | 2:46 | |
| Somewhere U.S.A. | Gordon Lightfoot | 2:53 | |
| South of the River | Ray Wylie Hubbard | 4:06 | |
| River Song | Tom Rush | 3:33 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Forever, For Always, For Certain | Richard Dobson | 3:22 | |
| Home Is Where The Hurt Is | JP Harris | 3:10 | |
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | |
| Unlock more with Songs Like X Pro |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| (Stay Away From) The Cocaine Train | Johnny Paycheck | 3:08 | |
| Long Time Comin' | John Hiatt | 4:12 | |
| Love Her for a While | Sam Outlaw | 3:22 | |
| Is Anybody Goin' to San Antone | Charley Pride | 2:13 | |
| Help Me Make It Through the Night - Live at The Hollywood Bowl, Los Angeles, CA - April 30, 2023 | Norah Jones, Kris Kristofferson | 4:33 | |
| The Last Thing I Needed, the First Thing This Morning | Gary P. Nunn | 4:40 | |
| Dallas | The Flatlanders | 3:01 | |
| Roll Me Up | Willie Nelson, Snoop Dogg, Kris Kristofferson, Jamey Johnson | 3:25 | |
| The L&N Don't Stop Here Anymore | June Carter Cash | 2:48 | |
| The Way I Should | Iris DeMent | 4:26 | |
| Whiskey & Women | David Allan Coe | 2:34 | |
| Drug Store Truck Drivin' Man - 1973 Live Version | Gram Parsons | 5:01 | |
| Cowboy Song | Arlo Guthrie | 3:42 | |
| Jukebox | The Honeycutters | 4:36 | |
| The Union Mare and the Confederate Grey | Don Edwards | 2:56 | |
| Windy Bill | Tom Rush | 2:16 | |
| Under the Gun | Kris Kristofferson | 6:35 | |
| Wild and Blue | John Anderson | 2:50 | |
| The Bug | Mary Chapin Carpenter | 3:47 | |
| I've Been A Long Time Leavin' (But I'll Be A Long Time Gone) - Single Version | Roger Miller | 2:13 | |
| Mississippi Flush | Ray Wylie Hubbard | 3:33 | |
| Country Boy Rock & Roll | Marty Stuart, Kenny Vaughan | 2:53 | |
| Kentucky, February 27, 1971 | Tom T. Hall | 3:16 | |
| Dallas | Joe Ely | 3:30 | |
| Wounded Knee | Marty Stuart | 3:13 | |
| Local Flowers | Tom T. Hall | 3:37 | |
| Pay No Attention To Alice | Tom T. Hall | 3:15 | |
