| Wasteland of the Free | Iris DeMent | 5:15 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Acadian Driftwood | Richard Shindell | 5:34 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| To My Poems | Iris DeMent | 1:15 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Love Minus Zero/No Limit - Live | Eliza Gilkyson | 3:57 | |
| Scavenger | Lucy Kaplansky | 4:02 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| Three Minute Love Affair | Whitney Rose | 3:32 | |
| The Lily of the West (with Mark Knopfler) | The Chieftains, Mark Knopfler | 5:09 | |
| The Last Thing on My Mind | Cry Cry Cry | 2:53 | |
| Angeline | James McMurtry | 4:04 | |
| Eight More Miles | Kieran Kane | 2:45 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| Wondering | Teddy Thompson, Kelly Jones | 2:38 | |
| Our Town | Iris DeMent | 5:00 | |
| Trouble Looks Good on You | Amy Speace | 2:52 | |
| Do You Ever Think of Me | Laura Cantrell | 2:44 | |
| Barroom Girls | Gillian Welch | 4:13 | |
Unlock more with Songs Like X Pro |
| The I Don't Know Where I'm Going But I'm Going Nowhere In A Hurry Blues | Steve Goodman | 2:31 | |
| Churches Off the Interstate | Laura Cantrell | 2:59 | |
| All the Way to Amsterdam | Greg Trooper | 2:59 | |
| Across the Great Divide | Kate Wolf | 4:14 | |
| Lookin' Back on Luckenbach | Whitney Rose | 4:17 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| Carolina in the Pines (with Indigo Girls) | Alison Brown, Indigo Girls | 4:57 | |
| I Wanna Buy Your Truck | Fred Eaglesmith | 3:38 | |
| Winter's Come and Gone | Gillian Welch | 2:16 | |
| Workin' On A World | Iris DeMent | 3:49 | |
| Down By the Riverside | Eliza Gilkyson | 5:24 | |
| Blue Car | Greg Brown | 4:11 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Taxes on the Farmer Feeds Us All | Ry Cooder | 3:56 | |
| I've Got That Old Time Religion in My Heart | Iris DeMent | 3:04 | |
| The Way It Goes | Gillian Welch | 4:01 | |
| Louise - 2008 Remaster | Bonnie Raitt | 2:45 | |
| I Can't Get You Off Of My Mind | Bob Dylan | 2:55 | |
| That'll Be Me | Kevin Welch, Kelly Willis | 4:23 | |
| Every River | Kim Richey | 3:59 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| Tomorrow Is A Long Time | Sandy Denny | 3:54 | |
| Virginia, No One Can Warn You | Tift Merritt | 4:23 | |
| Throwin' Horseshoes At The Moon | Tom Russell, Iris DeMent | 3:17 | |
| The Last Goodbye | Uncle Earl | 3:39 | |
| Shades Of Gray | Cry Cry Cry | 5:05 | |
| Lion In Winter | Hoyt Axton | 3:23 | |