| Old Shoes | Tom Waits | 4:25 | |
| Sweet Tooth | Dave Rawlings Machine | 5:20 | |
| No Lord Is Free | Hiss Golden Messenger | 5:04 | |
| Unknown Legend | Caitlin Canty | 3:55 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Like a River | Kate Wolf | 4:28 | |
| Lowlands | Bonny Light Horseman, Eric D. Johnson, Josh Kaufman, Anaïs Mitchell | 3:29 | |
| No Not Me | Pieta Brown | 4:19 | |
| My Remembrance of You | Diana Jones | 3:40 | |
| The Way It Goes | Gillian Welch | 4:01 | |
| Call It What You Will | Joe Pug | 2:56 | |
| Yuma - Remastered | Justin Townes Earle | 3:05 | |
| Jenny Come In | Joan Shelley | 4:10 | |
| Oh Sister | Andrew Bird | 4:49 | |
| This Is Where | Richard Buckner | 3:46 | |
| Good Til Now | Gillian Welch | 3:57 | |
| Poor Girl - Klein | Po' Girl | 3:10 | |
| Pretty Bird (with Laurie Lewis) | Linda Ronstadt, Laurie Lewis | 2:38 | |
| Here in California | Kate Wolf | 5:30 | |
| A Song for You - 2002 Remaster | Gram Parsons | 5:00 | |
| Someone's Arms | Eilen Jewell | 3:49 | |
| Unlock more with Songs Like X Pro |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| Sorrow Be the Bird | Lula Wiles | 3:08 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Leaving Eden | Carolina Chocolate Drops | 4:35 | |
| Oyster and Pearl | Amy Ray, Phil Cook, Brad Cook, Justin Vernon | 4:00 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| Down Along the Dixie Line | Gillian Welch | 4:49 | |
| Star Girl | Jake Xerxes Fussell | 4:04 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| You Got to Me | James McMurtry | 5:23 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Elvis Presley Blues | Gillian Welch | 4:56 | |
| Don't Let Me Go | Jesse Sykes & The Sweet Hereafter, The Sweet Hereafter | 3:37 | |
| State Line | The Delines | 3:25 | |
| Big Sur | Jay Farrar, Benjamin Gibbard | 3:24 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| I Had a Real Good Mother and Father | Gillian Welch | 3:12 | |
| Movin' On | Po' Girl | 2:51 | |
| I Don't Always Miss You | Dan Reeder | 2:31 | |
| Hockey Skates | Kathleen Edwards | 4:28 | |
| If There Was a Way | The Blazers, Rhonda Vincent, Gillian Welch, Sara Evans, Bonnie Bramlett, Pete Drodge | 3:38 | |
| Sure As Shit | Kathleen Edwards | 4:09 | |
| Which Side Are You On? | S.G. Goodman | 1:54 | |
| Kathy | Po' Girl | 4:17 | |
| American Flowers | Birds of Chicago | 6:10 | |
