| Girl from the North Country | Nitty Gritty Dirt Band | 4:54 | |
| I Ain't Lookin' for No Trouble | Ray Benson | 4:02 | |
| Acadian Driftwood | Richard Shindell | 5:34 | |
| I Saw the Light | The Subdudes | 2:34 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Stitch In Time | Pharis & Jason Romero | 3:51 | |
| Who Carried You | Malcolm Holcombe | 3:27 | |
| Hartford | Kieran Kane | 2:46 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| You Got to Me | James McMurtry | 5:23 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Willow Tree | Diana Jones | 2:53 | |
| Jukebox | The Honeycutters | 4:36 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Another Winter Gone | Amanda Anne Platt & the Honeycutters | 4:18 | |
| Knowing How It Ends | Forest Sun | 2:53 | |
| Station Blues | Pieta Brown, Chad Cromwell | 3:14 | |
| Down to Seeds and Stems Again | Bill Kirchen | 4:02 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| Alright | Adam Carroll | 3:04 | |
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| Carry My Tears Away | Harry Manx, Kevin Breit | 2:44 | |
| Hard to Trust | Friedrich Buhler | 2:03 | |
| Forgotten Coast | James McMurtry | 3:34 | |
| Trouble Looks Good on You | Amy Speace | 2:52 | |
| If You Knew My Mind | Grayson Capps | 3:03 | |
| Homeless (feat. Michael Rose) | Parker Millsap, Michael Rose | 3:12 | |
| East of Eden | Tom Rush | 3:29 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| When My Work Is Done | Stephen Fearing | 2:48 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Kristine | Joe Purdy | 3:54 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Mean Ol' Wind Died Down | Luther Dickinson | 4:00 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| All the Way to Amsterdam | Greg Trooper | 2:59 | |
| Hearts Beat and Take a Beating | Forest Sun | 3:16 | |
| Always | John Gorka | 3:55 | |
| Someday Soon | Lucy Kaplansky | 4:01 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Abandonitis | Terry Allen, The Panhandle Mystery Band | 3:59 | |
| Troubles | Tara Nevins | 4:03 | |
| Without Love (We're Just Wastin' Time) | Ray Wylie Hubbard | 3:48 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
