| Lookin' At The River In The Rain | Steve Forbert | 2:57 | |
| Evergreen (Love Theme from, "A Star Is Born") - Reprise | Barbra Streisand, Kris Kristofferson | 1:46 | |
| Borderless Love | The Flatlanders | 3:16 | |
| Drug Store Truck Drivin' Man - 1973 Live Version | Gram Parsons | 5:01 | |
| Anytime | Arlo Guthrie | 1:50 | |
| Fly Eagle Fly | The Marshall Tucker Band | 4:25 | |
| Hickory Wind | The Byrds | 3:31 | |
| We'll Sweep out the Ashes in the Morning - 2007 Remaster | Gram Parsons | 3:14 | |
| Roll Me Up | Willie Nelson, Snoop Dogg, Kris Kristofferson, Jamey Johnson | 3:25 | |
| Help Me Make It Through the Night | Kris Kristofferson | 4:09 | |
| Hurt So Bad | Jaime Wyatt, Shooter Jennings | 3:49 | |
| Time Stands Still | Chris Smither | 3:45 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| My First Taste of Texas | Ed Bruce | 3:54 | |
| Spotlight | David Allan Coe | 3:06 | |
| Jesus Take the Wheel (and Drive Me to a Bar) | Sam Outlaw | 3:19 | |
| The Burden of Freedom | Kris Kristofferson | 3:25 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
| Dang Me | Roger Miller | 1:42 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Infamous Angel | Iris DeMent | 3:46 | |
Unlock more with Songs Like X Pro |
| Help Me Make It Through the Night - Live at The Hollywood Bowl, Los Angeles, CA - April 30, 2023 | Norah Jones, Kris Kristofferson | 4:33 | |
| Jersey Girl | Hal Ketchum | 3:42 | |
| Stars in My Life | The Flatlanders | 3:20 | |
| Stars | Fred Eaglesmith | 3:16 | |
| The Black Label Blues | Gamble Rogers | 2:43 | |
| Georgia in a Jug | Johnny Paycheck | 2:44 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| She's Gone, Gone, Gone | Lefty Frizzell | 2:21 | |
| Billy 4 | Gretchen Peters | 5:36 | |
| Six White Horses | Tommy Cash | 2:50 | |
| Childish Things | James McMurtry | 4:35 | |
| Is Anybody Goin' to San Antone | Charley Pride | 2:23 | |
| Girls, Women & Ladies | Ed Bruce | 3:15 | |
| From the Bottle to the Bottom | Kris Kristofferson | 2:57 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| I Still Sing the Old Songs | David Allan Coe | 4:14 | |
| The Music Is Hot | John Hiatt, Jerry Douglas | 3:45 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Old Dogs, Children And Watermelon Wine | Tom T. Hall | 4:11 | |
| I'm Just A Country Boy | Don Williams | 3:07 | |
| Local Flowers | Tom T. Hall | 3:37 | |
| River In The Rain | Roger Miller | 3:52 | |
| You're The Reason Our Kids Are Ugly | Loretta Lynn, Conway Twitty | 2:34 | |
| Tear The Woodpile Down | Marty Stuart, Buck Trent | 3:02 | |
| If You Were A Bluebird - 2022 Remaster | Joe Ely | 2:58 | |
| Flash Of Fire | Hoyt Axton | 2:44 | |
| Cooler-N-Hell | Ray Wylie Hubbard | 3:31 | |
| The Winner | Kris Kristofferson | 4:58 | |