| This Kind of Happy | Iris DeMent | 3:44 | |
| From Galway to Graceland | Richard Thompson | 3:29 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| No Regrets - 2008 Remaster | Tom Rush | 3:51 | |
| Early Morning Rain | Gordon Lightfoot | 3:18 | |
| My Remembrance of You | Diana Jones | 3:40 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
| Shady Grove | Crooked Still | 3:47 | |
| I'll Take My Sorrow Straight | Iris DeMent | 3:27 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Stars in My Life | The Flatlanders | 3:20 | |
| The Long Black Veil (with Mick Jagger) | The Chieftains, Mick Jagger | 3:37 | |
| Our Town | Iris DeMent | 5:00 | |
| Angel from Montgomery | Bonnie Raitt | 4:11 | |
| It's All Over Now, Baby Blue | The Seldom Scene | 3:20 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Story of You | The Flatlanders | 2:00 | |
| You Never Even Call Me By My Name | Steve Goodman | 4:19 | |
| West Texas Heaven | Kimmie Rhodes | 3:07 | |
| Gone | John Hiatt | 2:57 | |
| Hotter Than Mojave in My Heart | Iris DeMent | 2:33 | |
| Unlock more with Songs Like X Pro |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| After the Storm | The Flatlanders | 3:52 | |
| Our Town | Iris DeMent, Emmylou Harris | 5:09 | |
| Who's Gonna Take the Garbage Out (feat. Iris DeMent) | John Prine, Iris DeMent | 2:41 | |
| Graceland | Justin Townes Earle | 3:14 | |
| Shelter from the Storm | Bob Dylan | 5:01 | |
| Misguided Angel | Cowboy Junkies | 4:52 | |
| Is It Like Today | Eliza Gilkyson | 5:49 | |
| Heart Like a Wheel | Kate & Anna McGarrigle | 3:12 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Oh Susanna | The Be Good Tanyas | 4:20 | |
| Ordinary Town | Dave Carter, Tracy Grammer | 2:48 | |
| Prayer in Open D | Shannon McNally | 3:55 | |
| Churches Off the Interstate | Laura Cantrell | 2:59 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| Eastern Light (feat. Sam Beam) | Tift Merritt, Sam Beam | 4:34 | |
| Hard On You | Daniel Romano | 3:27 | |
| Blue | The Jayhawks | 3:09 | |
| It'll Take A Long Time | Sandy Denny | 5:14 | |
| The Old Rugged Cross | Tom Russell, Iris DeMent, Kari Bremnes | 1:28 | |
| California Bloodlines | John Stewart | 3:08 | |
| Stars Fell On Alabama | Tara Nevins | 2:56 | |
| Trouble | Yusuf / Cat Stevens | 2:52 | |
| Thirsty Boots | Eric Andersen | 5:13 | |
| You Were On My Mind | Ian & Sylvia | 2:47 | |
| Hopes Too High | Tift Merritt | 3:32 | |
| Do You Love An Apple | The Secret Sisters | 2:41 | |
| Broke Down | Slaid Cleaves | 3:10 | |
