| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Leave The Light On | Chris Smither | 3:47 | |
| On and On | Dead Horses | 3:37 | |
| Adelaide | The Stray Birds | 3:44 | |
| If Still It Can't Be Found | Joe Pug | 2:48 | |
| Drivin' | Robert Ellis | 2:46 | |
| My Love for You Will Not Fade | Caitlin Canty | 3:52 | |
| Patience | Shovels & Rope, The Milk Carton Kids | 5:26 | |
| Mother Earth | Willie Watson | 3:36 | |
| Rachel's Song | James McMurtry | 4:39 | |
| Sweet Old Religion | Pharis & Jason Romero | 3:48 | |
| The Weekend | Dave Rawlings Machine | 5:29 | |
| White Gardenias | Justin Townes Earle | 2:38 | |
| Down in the Water | Mipso | 2:47 | |
| Best Medicine | The Stray Birds | 4:00 | |
| Airplane | David Rawlings | 4:44 | |
| Danny's Song | Nicki Bluhm | 4:02 | |
| Down in the Lonesome Draw | Cahalen Morrison & Eli West | 4:36 | |
| Everywhere Now | The Good Luck Thrift Store Outfit | 3:54 | |
| It Don't Suit Me (Like Before) | John Moreland | 3:38 | |
| Part of Life | Josh Oliver | 3:06 | |
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| Custer | Steve Earle, The Milk Carton Kids | 2:58 | |
| Stay and Dance | Joe Pug | 3:30 | |
| Memphis | The Milk Carton Kids | 4:46 | |
| Northern Town | Fruition | 4:06 | |
| Rock & Roll 'Er | Kenneth Pattengale & Joey Ryan, The Milk Carton Kids | 5:03 | |
| Walden | Molly Tuttle | 3:21 | |
| S.O.B. | Eddie Berman | 3:24 | |
| Banshee Moan | Shannon McNally | 4:01 | |
| A Long, Cold Night in Minneapolis | Dead Man Winter | 3:21 | |
| The Walk to the God House | Dan Reeder | 2:34 | |
| Apache Tears | Emmylou Harris, The Milk Carton Kids | 3:33 | |
| You Turn Me On, I'm a Radio - Acoustic | Aoife O'Donovan | 3:21 | |
| Olivia | Rayland Baxter | 3:53 | |
| New York City | Robby Hecht | 3:41 | |
| Monterey | The Milk Carton Kids | 4:35 | |
| Get Up | Caitlin Canty | 3:44 | |
| Rye Grass Riders | Samantha Rise | 4:02 | |
| I Do My Father's Drugs | Joe Pug | 2:48 | |
| A Petal Here, a Petal There | Dead Horses | 3:26 | |
| Marianne | Mipso | 3:19 | |
| Wondering How | Pieta Brown | 3:06 | |
| Virgin Guitar | John Craigie | 3:47 | |
| You Got to Me | James McMurtry | 5:23 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| King Of California | Dave Alvin | 4:50 | |
| The West Was Burning | Martha Scanlan | 4:59 | |
| Hotel Amarillo | Caroline Spence | 4:00 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |