| The Trip | Dave Rawlings Machine | 10:55 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Lindsey Button | David Rawlings | 5:03 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Six Volts | Fred Eaglesmith | 2:23 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Tunnel of a Dream | TK & The Holy Know-Nothings | 6:50 | |
| Great American Roadside | Otis Gibbs | 2:49 | |
| Graveyard Fields | The Dead Tongues | 3:45 | |
| Look Out Mama | Hurray For The Riff Raff | 3:25 | |
| From Me to You | Futurebirds | 2:43 | |
| Longest Night | Gasoline Lollipops | 3:54 | |
| Officer Down | Carolyn Mark, NQ Arbuckle | 3:57 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Lost Love | Jeff Tweedy | 2:28 | |
| When the Wall Comes Down | Hiss Golden Messenger | 4:03 | |
| The Storm | Son Volt | 2:38 | |
| Hurricane Party | James McMurtry | 5:56 | |
| Empire Builder | The Dead Tongues | 2:07 | |
| Way Out West | Marty Stuart And His Fabulous Superlatives | 5:41 | |
| Unlock more with Songs Like X Pro |
| America's Open Roads | Cicada Rhythm | 2:45 | |
| Frankie's Gun! | The Felice Brothers | 4:06 | |
| Green, Green Rocky Road | Dave Van Ronk | 3:42 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Million Dollar Bill | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:03 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Chalk | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:40 | |
| Money Is The Meat In The Coconut | David Rawlings | 2:23 | |
| Ditch | Sam Baker | 1:56 | |
| Paul and Jon | Daniel Romano | 3:03 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| I Am the Road | The Cactus Blossoms | 2:47 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Wildwood | Chatham County Line | 3:06 | |
| Wild Horses | Old & In The Way | 4:38 | |
| Hard On You | Daniel Romano | 3:27 | |
| Beg Steal or Borrow (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:32 | |
| Biloxi | Hiss Golden Messenger | 2:51 | |
| Perfect | The Mastersons | 4:03 | |
| Angeline | James McMurtry | 4:04 | |
| Screen Door | Uncle Tupelo | 2:42 | |
| Airplane | David Rawlings | 4:44 | |
| The West Was Burning | Martha Scanlan | 4:59 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| Heart In A Cage | Chris Thile | 4:23 | |
| Magnolia Mountain | Ryan Adams & The Cardinals | 5:51 | |
| Senor (Tales Of Yankee Power) | Tim O'Brien | 4:02 | |
