| Houdini Didn't Like the Spiritualists (feat. Shannon McNally) | Terry Allen, The Panhandle Mystery Band, Shannon McNally | 4:04 | |
| Boots of Spanish Leather | Nanci Griffith | 6:13 | |
| Moonshiner | Uncle Tupelo | 4:23 | |
| Big Sky Country | Chris Whitley | 4:45 | |
| History of Lovers | Calexico, Iron & Wine | 3:09 | |
| Rifles and Rosary Beads | Mary Gauthier | 3:37 | |
| Too Long at the Fair - 2008 Remaster | Bonnie Raitt | 2:58 | |
| Up on the Mountaintop | The Deep Dark Woods | 3:25 | |
| Old Shoes (& Picture Postcards) | Tom Waits | 3:39 | |
| The Swimming Song | Loudon Wainwright III | 2:27 | |
| All the Luck in the World | Neal Casal | 4:09 | |
| Abandonitis | Terry Allen, The Panhandle Mystery Band | 3:59 | |
| Down Where the Drunkards Roll | Richard Thompson | 4:04 | |
| Heaven and Hell | Waylon Jennings, Willie Nelson | 1:38 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| Jerusalem Tomorrow | David Olney | 5:09 | |
| American Tune (feat. Paul Simon) | Willie Nelson, Paul Simon | 4:20 | |
| Shake Sugaree | Rhiannon Giddens | 4:24 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Quite a Feelin' | Barna Howard | 4:09 | |
| Unlock more with Songs Like X Pro |
| Wonderful Remark - Philosopher's Stone Version | Van Morrison | 8:01 | |
| Darkest Hour | Bob Weir | 3:24 | |
| Marie | Townes Van Zandt, Willie Nelson | 4:59 | |
| Indian Queens | Nick Lowe | 3:42 | |
| Rexanimarum | Israel Nash | 4:59 | |
| Once They Banned Imagine | Drive-By Truckers | 4:11 | |
| These Days With You | Neal Casal | 4:28 | |
| Going To The Country | Bruce Cockburn | 3:16 | |
| Do It | Jesse Winchester | 1:27 | |
| Blue Eyes Crying In the Rain | Willie Nelson | 2:18 | |
| Old Shoes | Tom Waits | 4:25 | |
| Mountain Girl | Blue Mountain | 4:05 | |
| The Night Shift Lullaby | Magnolia Electric Co., Jason Molina | 4:33 | |
| It's My Lazy Day | Merle Haggard, Willie Nelson | 2:49 | |
| Dallas | The Flatlanders | 3:01 | |
| Soap Box Preacher | Robbie Robertson | 5:20 | |
| When I Paint My Masterpiece - Remastered | The Band | 4:18 | |
| The River Knows Your Name | John Hiatt | 4:25 | |
| The Night They Drove Old Dixie Down | The Band | 3:31 | |
| Early Mornin' Rain | Gordon Lightfoot | 3:08 | |
| Down On The Bottom | The New Basement Tapes | 4:28 | |
| Jesus, Etc. | Puss N Boots | 4:11 | |
| When I Cross Over | Tift Merritt | 6:32 | |
| Little Birds | Levon Helm | 4:41 | |
| The End | Ryan Adams & The Cardinals | 3:42 | |
| Persuasion | Richard Thompson, Teddy Thompson | 4:38 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| Down Low | Teddy Thompson | 5:52 | |
