| Ridin' That Midnight Train | Ralph Stanley, Friends, Iris DeMent | 2:37 | |
| Heart Like a Wheel | Kate & Anna McGarrigle | 3:12 | |
| Leaning On the Everlasting Arms | Iris DeMent | 2:53 | |
| Shine a Different Way | Patty Griffin | 5:17 | |
| Coast | Eliza Gilkyson | 3:25 | |
| Steel Rail Blues | Gordon Lightfoot | 2:49 | |
| Somebody Else's Troubles | Steve Goodman | 3:43 | |
| Love Has No Pride - 2008 Remaster | Bonnie Raitt | 3:48 | |
| Mr. & Mrs. Used to Be (feat. Iris DeMent) | John Prine, Iris DeMent | 2:36 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Long Way To Fall | Mary Gauthier | 4:35 | |
| Dead Skunk | Loudon Wainwright III | 3:05 | |
| The Christian Life | The Byrds | 2:30 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Too Many Rivers | Jessi Colter | 2:32 | |
| Good Time Charlie's Got the Blues | Waylon Jennings | 3:22 | |
| Louise - 2008 Remaster | Bonnie Raitt | 2:45 | |
| Goin' back to Harlan (Aka Appalachian Dream) | Kate & Anna McGarrigle | 4:57 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Carolina in the Pines (with Indigo Girls) | Alison Brown, Indigo Girls | 4:57 | |
| Unlock more with Songs Like X Pro |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| I've Been a Long Time Leaving (But I'll Be a Long Time Gone) | Waylon Jennings | 2:42 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Karla Faye | Mary Gauthier | 4:39 | |
| I Am a Pilgrim | The Byrds | 3:39 | |
| Hard Traveling | Woody Guthrie | 2:32 | |
| After You're Gone | Iris DeMent | 4:04 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Honky Tonk Angels Medley: In the Evening (When the Sun Goes Down) / You Nearly Lose Your Mind / Blues Stay Away from Me | k.d. lang | 2:55 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Ain't Glad I'm Leaving | Justin Townes Earle | 2:32 | |
| Why You Been Gone so Long | Jessi Colter | 3:05 | |
| There's a Whole Lotta Heaven | Iris DeMent | 3:35 | |
| Hello in There | John Prine | 4:32 | |
| Nowhere In No Time | Eilen Jewell | 3:12 | |
| I Make The Dough, You Get The Glory | Kathleen Edwards | 4:37 | |
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | |
| Where Have All The Average People Gone - Single Version | Roger Miller | 3:01 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| Tomorrow Is A Long Time | Ian & Sylvia | 3:19 | |
| She Never Spoke Spanish To Me - 2022 Remaster | Joe Ely | 3:33 | |
| Don't Put Her Down You Helped Put Her There | Hazel Dickens, Alice Gerrard | 3:48 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Wayward Wind | Mary McCaslin | 3:29 | |
| Long Lonesome Road | Ian & Sylvia | 2:28 | |
| I've Been A Long Time Leavin' (But I'll Be A Long Time Gone) - Single Version | Roger Miller | 2:13 | |
| Will The Circle Be Unbroken | Ramblin' Jack Elliott | 2:36 | |
