| Not the Tremblin' Kind | Laura Cantrell | 3:37 | |
| Stars in My Life | The Flatlanders | 3:20 | |
| Cracked and Broken | Diana Jones | 3:16 | |
| Who's Gonna Take the Garbage Out (feat. Iris DeMent) | John Prine, Iris DeMent | 2:41 | |
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | |
| 2 Dollar Shoes | Rosie Thomas | 3:10 | |
| Like A Songbird That Has Fallen | Luther Dickinson, Amy Helm | 2:54 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| The Beauty Way | Lucy Kaplansky | 4:11 | |
| Broken White Line | Kris Delmhorst | 3:24 | |
| San Francisco | Ted Hawkins | 4:34 | |
| The Bravest | Tom Paxton | 3:10 | |
| Trace | Caroline Herring | 3:15 | |
| Glad to See You've Got Religion | Loudon Wainwright III | 3:53 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| Clear Blue Eyes | Amos Lee | 3:23 | |
| Storms Are On the Ocean | June Carter Cash | 3:24 | |
| Do I Ever Cross Your Mind | Red Molly | 3:21 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Brother's Keeper | Malcolm Holcombe, Iris DeMent | 2:43 | |
| Unlock more with Songs Like X Pro |
| Trilogy (Circa 1967) | Loudon Wainwright III | 3:11 | |
| Blue River | Eric Andersen | 4:45 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| When Love Was Young | Iris DeMent | 3:38 | |
| Midnight on the Water | Caroline Herring | 4:04 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Rock Island Line | Billy Bragg, Joe Henry | 2:55 | |
| All Around The Kitchen | Dan Zanes, Friends, Loudon Wainwright III | 2:49 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Happytown (All Right With Me) | Dave Carter, Tracy Grammer | 3:34 | |
| Say That You Love Me | Loudon Wainwright III | 2:29 | |
| Mama's Opry | Iris DeMent | 3:25 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| The Swimming Song | Loudon Wainwright III | 2:27 | |
| Before I Go | John Hiatt | 3:34 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Barbershop Blue | Mirabelle Defoe | 3:16 | |
| In A Young Girls Mind | Hoyt Axton | 3:30 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| Crazy Love | Maura O'Connell | 3:20 | |
| Hesitating Beauty | Billy Bragg, Wilco | 3:05 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| Please Be With Me | Cowboy | 3:42 | |
| Oh Bury Me Not | Sarah Harmer, Jason Euringer | 1:25 | |
| Dusty Box Car Wall | Eric Andersen | 2:29 | |
| Pamela Brown | Leo Kottke | 4:05 | |
