| No Time to Cry | Iris DeMent | 6:48 | |
| I'm Looking for Blue Eyes | Shelby Lynne, Allison Moorer | 2:57 | |
| Graceland | Justin Townes Earle | 3:14 | |
| The Dutchman | Steve Goodman | 4:19 | |
| Willy the Wandering Gypsy and Me | Billy Joe Shaver | 2:29 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| After You're Gone | Iris DeMent | 4:04 | |
| Jukebox | The Honeycutters | 4:36 | |
| Maybe We'll Just Disappear | Kimmie Rhodes | 3:40 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| I Can't Help but Wonder Where I'm Bound | Tom Paxton | 3:41 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| Please Help Me, I'm Falling | Kieran Kane, Rayna Gellert | 3:34 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Fading Memory | Eilen Jewell | 3:43 | |
| Brother's Keeper | Malcolm Holcombe, Iris DeMent | 2:43 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Fifty Miles of Elbow Room | Iris DeMent | 3:12 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Ruby, Are You Mad At Your Man? | The New Lost City Ramblers, Cousin Emmy | 1:57 | |
| If I Could Only Fly | Blaze Foley | 4:04 | |
Unlock more with Songs Like X Pro |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Sweet Is the Melody | Iris DeMent | 3:41 | |
| The War After the War | Mary Gauthier | 3:44 | |
| Blue Car | Greg Brown | 4:11 | |
| Vinyl Records | Todd Snider | 2:29 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| Childhood Memories | Iris DeMent | 4:38 | |
| Travelers Paradise | The Cactus Blossoms | 2:58 | |
| Hey Little Darlin' | Zoe Muth | 3:30 | |
| Tecumseh Valley | Nanci Griffith | 4:29 | |
| Blue Moon of Kentucky (Live) | Bill Monroe | 2:14 | |
| Early Morning Rain | Gordon Lightfoot | 3:18 | |
| Drag Queens In Limousines | Mary Gauthier | 5:39 | |
| Leave The Light On | Chris Smither | 3:47 | |
| All Just To Get To You | Joe Ely | 4:15 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| Pardon Me | The Cox Family | 2:44 | |
| The Kneeling Drunkard's Plea | The Louvin Brothers | 2:53 | |
| Whiskey 'Fore Breakfast | Mike Cross | 2:40 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
| Homecoming - Single Version | Tom T. Hall | 3:17 | |
| Big Water | Tom Russell, Iris DeMent | 3:55 | |
| You Were On My Mind | Ian & Sylvia | 2:47 | |
| Tomorrow Is A Long Time | Sandy Denny | 3:54 | |
| Love At The Five And Dime | Nanci Griffith | 4:39 | |
| Lost Highway | Hank Williams, Drifting Cowboys | 2:43 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| My Better Years | Hazel Dickens, Alice Gerrard | 3:18 | |