| Do It | Jesse Winchester | 1:27 | |
| If I Could Only Fly | Blaze Foley | 4:04 | |
| The Last Pharaoh | Dave Rawlings Machine | 3:37 | |
| Give Back The Key To My Heart | Sir Doug & The Texas Tornados | 2:47 | |
| Anytime | Arlo Guthrie | 1:50 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Sittin' by the Road | Blaze Foley | 2:18 | |
| Death of the Last Stripper | Terry Allen, The Panhandle Mystery Band | 3:19 | |
| Let's Invite Them Over (feat. Iris DeMent) | John Prine, Iris DeMent | 2:11 | |
| Sweet Tooth | Dave Rawlings Machine | 5:20 | |
| Steel Rail Blues | Gordon Lightfoot | 2:49 | |
| Dusty Boxcar Wall | Eilen Jewell | 2:43 | |
| Urge for Going - 2008 Remaster | Tom Rush | 5:51 | |
| Waitin' for the Hard Times to Go | Jim Ringer | 3:25 | |
| Quality Time | Iris DeMent | 4:05 | |
| The Swimming Song | Loudon Wainwright III | 2:27 | |
| Only In The Past | The Be Good Tanyas | 4:58 | |
| One Red Rose | Iris DeMent | 3:07 | |
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | |
| Ain't Glad I'm Leaving | Justin Townes Earle | 2:32 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
Unlock more with Songs Like X Pro |
| Monkey And The Engineer | Dave Rawlings Machine | 3:38 | |
| New Shoes | Caleb Klauder, Reeb Willms | 4:04 | |
| Mom and Dad's Waltz | Iris DeMent | 2:38 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| It's Just You (with Iris Dement) | Keith Sykes, Iris DeMent | 3:21 | |
| From an Airplane | Iris DeMent | 2:45 | |
| Dead Skunk | Loudon Wainwright III | 3:05 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Hoot Owls | Michael Hurley | 4:51 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Blow It All Away | Eilen Jewell | 5:54 | |
| Some Day I'll Be a Farmer | Melanie | 2:51 | |
| Lorene | The Louvin Brothers | 2:03 | |
| Blue Moon Of Kentucky | Sarah Harmer, Jason Euringer | 2:07 | |
| Cold & Bitter Tears | Ted Hawkins | 2:14 | |
| Farewell Angelina | Tim O'Brien | 4:23 | |
| Wide River To Cross | Levon Helm | 4:51 | |
| That's What Makes You Strong | Jesse Winchester | 3:10 | |
| You Were On My Mind | Ian & Sylvia | 2:47 | |
| Closer Still | Tish Hinojosa | 4:01 | |
| The Old Rugged Cross | Tom Russell, Iris DeMent, Kari Bremnes | 1:28 | |
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Who's Gonna Build Your Wall? | Tom Russell | 3:46 | |
| Working Girl Blues | Hazel Dickens, Alice Gerrard | 3:21 | |
| The Piney Wood Hills | Buffy Sainte-Marie | 3:08 | |
| Give It Time | Sierra Ferrell | 3:37 | |
| Throwin' Horseshoes At The Moon | Tom Russell, Iris DeMent | 3:17 | |