| Down in the Woods | Malcolm Holcombe | 3:24 | |
| When the Nights Are Cold | Joe Ely | 2:53 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Come See About Me | Tom Rush | 2:50 | |
| Savannah Blues | Malcolm Holcombe | 3:20 | |
| Midnight Train | David Rawlings | 3:18 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| From Outer Space | Jaime Wyatt | 4:13 | |
| Leavin' Anna | Malcolm Holcombe | 3:47 | |
| Life is Fine | Tom Rush | 3:39 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| Brother's Keeper | Malcolm Holcombe, Iris DeMent | 2:43 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| A Love Song for Bobby Long | Grayson Capps | 4:53 | |
| 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 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Series of Closin' Doors | Gurf Morlix | 4:33 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| Who Carried You | Malcolm Holcombe | 3:27 | |
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| Sweet Is the Melody | Iris DeMent | 3:41 | |
| Drift Away | Tom Rush | 3:40 | |
| Gentle on My Mind | Billy Bragg, Joe Henry | 3:39 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| I'll Say When | Ags Connolly | 3:31 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Trouble (with Delbert McClinton) | Iris DeMent, Delbert McClinton | 7:33 | |
| The Things We Call Home | Amanda Anne Platt & the Honeycutters | 2:38 | |
| Sad | Carson McHone | 3:45 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Tell Me A Story | Po' Girl | 3:13 | |
| Blow Me a Kiss | Blackie & The Rodeo Kings | 3:12 | |
| It's Never Too Late to Call | Paul Thorn | 3:01 | |
| River Song | Tom Rush | 3:56 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| All That's Left Is Fare-Thee-Well (feat. Charlie Sexton) | Terry Allen, The Panhandle Mystery Band, Charlie Sexton | 3:06 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| The Trip | Dave Rawlings Machine | 10:55 | |
| Joe Hill's Ashes | Otis Gibbs | 3:26 | |
| South | Blackie & The Rodeo Kings | 4:24 | |
| Too Long (I've Been Gone) | Dom Flemons | 2:53 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Lay Down Your Weary Tune | Tim O'Brien | 3:28 | |
| Hopes Too High | Tift Merritt | 3:32 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| I Remember | T Bone Burnett | 3:40 | |
