| Wildflowers | Mark O'Connor, Maggie O'Connor | 4:23 | |
| Charlemagne's Home Town | James McMurtry | 5:51 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Cracked and Broken | Diana Jones | 3:16 | |
| Light As a Fire | The Stray Birds | 3:26 | |
| Before the Deluge - Remastered | Jackson Browne | 6:21 | |
| Down By the Riverside | Eliza Gilkyson | 5:24 | |
| She Thinks I Still Care | Teddy Thompson | 3:46 | |
| All of Your Stories | Jesse Winchester | 2:33 | |
| I Should Have Said | Bap Kennedy | 3:17 | |
| Lost John Dean | Kieran Kane, Kevin Welch, Fats Kaplin | 3:26 | |
| If I Needed You | Carrie Rodriguez | 4:16 | |
| Sing to Me | Red Molly | 3:29 | |
| The Minstrel Boy | Bronwyn Keith-Hynes, Tim O'Brien | 3:40 | |
| Frankie & Johnny | Garnet Rogers | 8:17 | |
| The Flyboy & the Kid | Rodney Crowell | 3:55 | |
| Fall into the Night | Tom Rush | 3:55 | |
| Fish and Bird | Noam Pikelny, Aoife O'Donovan | 5:13 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Unlock more with Songs Like X Pro |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Goin' back to Harlan (Aka Appalachian Dream) | Kate & Anna McGarrigle | 4:57 | |
| Do It | Jesse Winchester | 1:27 | |
| The Call | Catherine MacLellan | 3:12 | |
| Old Time River Man | Michael Cleveland, Tim O'Brien | 4:52 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Guardian Angel | Tim O'Brien | 3:57 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Waves | Sam Baker | 5:59 | |
| Last Letter Home | Amazing Rhythm Aces | 3:51 | |
| The Last Thing on My Mind | Tom Paxton | 3:06 | |
| River Song | Tom Rush | 3:56 | |
| Hello Trouble | Bronwyn Keith-Hynes, James Kee, Tim O'Brien | 2:42 | |
| So Long, It's Been Good to Know Yuh (with Tim O'Brien) | The Del McCoury Band, Tim O'Brien | 5:06 | |
| The Drunkard's Hiccups (Jack Of Diamonds) | Dirk Powell, John Hermann, Tim O'Brien | 3:15 | |
| The Wicked Messenger | Tim O'Brien | 2:25 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Stobrod's Tune | Dirk Powell, John Hermann, Tim O'Brien | 2:07 | |
| If Wishes Were Horses | Claire Lynch | 2:36 | |
| Roseville Fair | Ginger Boatwright | 3:00 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| Ballad Of The St. Anne's Reel | David Mallett | 3:25 | |
| I Wave Bye Bye | Jesse Winchester | 3:54 | |
| Wayward Wind | Mary McCaslin | 3:29 | |
| Cold Missouri Waters | Cry Cry Cry | 4:34 | |
