| Once Upon A Time | Robert Bradley's Blackwater Surprise | 3:20 | |
| Wrong Way to Run | Willy Tea Taylor | 2:34 | |
| Late September | Watchhouse | 4:20 | |
| Raft to Freedom | Dan Reeder | 1:21 | |
| Boxcar | Shovels & Rope | 4:41 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Unsophisticated Heart | Joe Pug | 3:06 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Portland | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 5:05 | |
| Someone Singing with Me | Joe Purdy, Amber Rubarth | 4:02 | |
| I Drink Beer | Dan Reeder | 2:53 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| Willin' | Little Feat | 2:54 | |
| Meet Me On the Mountain | Fruition & Grant Farm | 4:28 | |
| Tumbling Dice | John Craigie, Jay Cobb Anderson, Shook Twins | 5:14 | |
| Golden | Dead Man Winter | 3:00 | |
| Depression Blues | Sam Doores, Riley Downing, The Tumbleweeds | 5:18 | |
| Look Out Mama | Hurray For The Riff Raff | 3:25 | |
| Raggy Levy | Jake Xerxes Fussell | 3:59 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Lazy Third Eye | Willy Tea Taylor, The River Arkansas | 4:06 | |
| Unlock more with Songs Like X Pro |
| My Old Drunk Friend | Freakwater | 3:33 | |
| All I Found | Cordovas | 3:05 | |
| Fond Farewell | Seth Avett & Jessica Lea Mayfield | 2:59 | |
| Won't Be Long | The Infamous Stringdusters, Sara Jarosz | 3:16 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Bluebird Wine | Rodney Crowell | 4:11 | |
| Strange Fascination | Chatham County Line, Sharon Van Etten | 4:18 | |
| I Don't Fall Much, Anymore | Barna Howard | 3:44 | |
| Roll Julia | The Deep Dark Woods | 3:03 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Hard Times | Gillian Welch | 4:52 | |
| Irene | Courtney Marie Andrews | 3:46 | |
| Our Town | Iris DeMent | 5:00 | |
| Sure to Fall | Valerie June | 2:51 | |
| Take Your Time | Jeffrey Foucault | 3:54 | |
| Indiana Rose | Barna Howard | 4:29 | |
| Bells Of Rhymney | Jake Xerxes Fussell | 4:02 | |
| Virgin Guitar | John Craigie | 3:47 | |
| Stone Cold Daddy-O | Jonny Fritz | 2:02 | |
| Easy Rider | Eddie Berman | 3:49 | |
| You Won't Find Me | Amelia Curran | 3:23 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Ballad Of Spider John | Willis Alan Ramsey | 4:18 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Tomorrow Is A Long Time | Phosphorescent | 4:18 | |
| Blue | The Jayhawks | 3:09 | |
