| The Trip | Dave Rawlings Machine | 10:55 | |
| Crocodile Man | Dave Carter, Tracy Grammer | 3:02 | |
| My Remembrance of You | Diana Jones | 3:40 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| Old Friends | Chuck Prophet | 3:56 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Somebody I Know | Zoe Muth | 5:09 | |
| My Love Will Follow You | Richard Shindell | 4:13 | |
| Morphine 1-2 | Mary Gauthier | 4:04 | |
| The Cape | Eric Bibb, Martin Simpson | 3:22 | |
| Who Knows | Kieran Kane, Rayna Gellert | 3:48 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| Fortunate Son | Todd Snider | 2:43 | |
| Transit | Richard Shindell | 5:56 | |
| Believe (feat. Mary Gauthier) | Homesick Hank, Mary Gauthier | 5:33 | |
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| Dusty Old Man | Tift Merritt | 3:47 | |
| East of Gary | Darrell Scott | 4:33 | |
| Borderline | Eliza Gilkyson | 2:42 | |
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| Morning Trian | David Francey | 2:28 | |
| Method Acting / Cortez The Killer | Dave Rawlings Machine | 10:20 | |
| If I Needed You | Carrie Rodriguez | 4:16 | |
| The Damage | Rodney Crowell | 4:01 | |
| Might As Well Dance | Patty Larkin | 3:20 | |
| A Love Song for Bobby Long | Grayson Capps | 4:53 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Prairie Girl Gone | Po' Girl | 6:21 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| Our Town | Iris DeMent | 5:00 | |
| Washboard Lisa | Grayson Capps | 3:36 | |
| Slip Of The Tongue | Mary Gauthier | 3:42 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| Blow Me a Kiss | Blackie & The Rodeo Kings | 3:12 | |
| All My Money On You | Diana Jones | 3:09 | |
| Crow's Nest | Kelly Joe Phelps | 4:51 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Tonight Will Be Fine | Teddy Thompson | 3:36 | |
| Tenessee Stud | The Little Willies | 3:49 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| House Of Mercy | Sarah Jarosz | 4:38 | |
| Between The Daylight And The Dark | Mary Gauthier | 4:15 | |
| Pay It No Mind | Sarah Jarosz | 3:16 | |
| Dim Star Of The Palisades | Birds of Chicago | 2:58 | |
| Down Low | Teddy Thompson | 5:52 | |