| Jerusalem Tomorrow | David Olney | 5:09 | |
| Poor Wayfaring Stranger | Eliza Carthy, Norma Waterson | 6:30 | |
| Fear of Trains | William Elliott Whitmore | 4:00 | |
| Troubles | Anna & Elizabeth | 2:14 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| Angeline | James McMurtry | 4:04 | |
| Boxcar | Shovels & Rope | 4:41 | |
| Death in Arkansas | Eliza Gilkyson | 4:18 | |
| Oh, Mama | Aoife O'Donovan | 4:18 | |
| Pass You By - Alternate Version | Gillian Welch | 3:55 | |
| Aunt Peg's New Old Man | Robbie Fulks | 3:01 | |
| She Loves Me | James McMurtry | 3:01 | |
| Poor Wayfaring Stranger | Natalie Merchant | 4:16 | |
| American Poor | Dead Horses | 3:06 | |
| When Will I Be Changed (feat. Bob Weir) | Josh Ritter, Bob Weir | 5:52 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| It's Not Supposed To Be That Way | Phosphorescent | 3:35 | |
| Red Clay Halo | Gillian Welch | 3:17 | |
| Chinky Pin Hill | I'm With Her | 3:25 | |
| Playing Old Games | Erin Rae, Pete Lindberg | 3:29 | |
| The Bottom of the World | Bottom of the World | 4:30 | |
| Unlock more with Songs Like X Pro |
| I'll Let You Pick a Window | Barna Howard | 3:34 | |
| Don't You Fall | The Be Good Tanyas | 3:38 | |
| Thomas Drew | Martin Simpson | 3:43 | |
| Old Virginia | Crooked Still | 4:04 | |
| Scarlet Town | Gillian Welch | 3:40 | |
| Hang Me, Oh Hang Me | J.B. Beverley | 3:40 | |
| Sunday Morning Coming Down | Buddy Miller, Kris Kristofferson | 4:24 | |
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| True | Caitlin Canty | 3:46 | |
| Shady Grove | Crooked Still | 3:47 | |
| Someone's Arms | Eilen Jewell | 3:49 | |
| Wildwood | Chatham County Line | 3:06 | |
| Hard Times | Gillian Welch | 4:52 | |
| Come Back Little Star | Patterson Hood | 5:01 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Mother Earth | Willie Watson | 3:36 | |
| Man Named Truth | Conor Oberst, Gillian Welch, Dave Rawlings | 4:06 | |
| Wreck You | Lori McKenna | 3:18 | |
| Wouldn't Be the First Time | Kieran Kane, Rayna Gellert | 2:59 | |
| Powderfinger | Cowboy Junkies | 5:45 | |
| To Ohio | Della Mae | 3:38 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| The West Was Burning | Martha Scanlan | 4:59 | |
| Please, Please Baby | Reckless Kelly, Rhonda Vincent, Gillian Welch, Sara Evans, Bonnie Bramlett, The Blazers, Pete Drodge | 2:43 | |
| Estrella Goodbye | Birds of Chicago | 3:11 | |
| Shanty Man's Life | Dave Van Ronk | 3:24 | |
| I Really Don’t Want To Know | Jerry Lee Lewis, Gillian Welch | 3:03 | |
| Blue Wing | Dave Alvin | 3:43 | |
