| The Coo Coo Bird | The Be Good Tanyas | 4:50 | |
| Cricket (At Night I Can Fly) | Amy LaVere, Will Sexton | 2:51 | |
| Owensboro - Remastered Version | Natalie Merchant | 4:25 | |
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| Maiden Voyage | Caroline Herring | 3:41 | |
| Peace in Our Hearts (feat. Sam Butler) | Eliza Gilkyson, Sam Butler | 3:21 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Til It's Gone | Po' Girl | 5:14 | |
| Long May You Run | Sarah Jane Scouten, The Paperboys | 3:57 | |
| Angel from Montgomery | Bonnie Raitt | 4:11 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Juanita - 2007 Remastered Version | Sheryl Crow & Emmylou Harris | 2:40 | |
| Tell Me A Story | Po' Girl | 3:13 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Down By the Riverside | Eliza Gilkyson | 5:24 | |
| You'll Never Leave Harlan Alive | Red Molly | 4:10 | |
| Ten Year Night | Lucy Kaplansky | 5:12 | |
| Don't Call Me Stranger | Catherine MacLellan | 3:36 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| Solitary Singer | Eliza Gilkyson | 3:15 | |
| Trouble (with Delbert McClinton) | Iris DeMent, Delbert McClinton | 7:33 | |
Unlock more with Songs Like X Pro |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Broken White Line | Kris Delmhorst | 3:24 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| Might As Well Dance | Patty Larkin | 3:20 | |
| Paradise Hotel | Eliza Gilkyson | 4:06 | |
| Poor Wayfaring Stranger | Natalie Merchant | 4:16 | |
| Private Thoughts | Chip Taylor, Carrie Rodriguez | 4:01 | |
| She Let Go of Her Kite | Amanda Shires | 3:48 | |
| All the Way Around | Kris Delmhorst | 3:53 | |
| Power and Glory | Dave Carter, Tracy Grammer | 2:45 | |
| You Won't Find Me | Amelia Curran | 3:23 | |
| Wanderin' | Eliza Gilkyson | 2:58 | |
| Poor Girl - Rhude | Po' Girl | 3:21 | |
| In Chicago | Amy Speace | 3:42 | |
| Goin' back to Harlan (Aka Appalachian Dream) | Kate & Anna McGarrigle | 4:57 | |
| Since You Went Away | Kris Delmhorst | 3:06 | |
| It's Not You, It's Me | The Little Willies | 2:43 | |
| That's What Makes You Strong | Jesse Winchester | 3:10 | |
| Stars Fell On Alabama | Tara Nevins | 2:56 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Lord Protect My Child | Susan Tedeschi | 4:44 | |
| Let Your Loss Be Your Lesson | Robert Plant, Alison Krauss | 4:01 | |
| This Morning I Am Born Again | Slaid Cleaves | 3:56 | |
| Driving Home | Cheryl Wheeler | 4:50 | |
| Blackbird | Mary McCaslin | 2:25 | |
| Northern Girl | Cheryl Wheeler | 3:46 | |
| Memphis | Cry Cry Cry | 4:55 | |
| Ride Or Die - Montar O Morir | Ray Wylie Hubbard, Ringo Starr, Lucas Hubbard, Steve Lukather, Eliza Gilkyson, Ann Wilson | 3:44 | |