| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| I Meant Every Word I Said | The Milk Carton Kids | 4:14 | |
| I Could've Been Your Lover Too | Rachel Baiman | 3:09 | |
| Won't Be Long | The Dead Tongues | 3:45 | |
| Custer | Steve Earle, The Milk Carton Kids | 2:58 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
| Fearless Heart | Lynn Miles | 3:41 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| She Loves Me | James McMurtry | 3:01 | |
| Brokedown Palace (Acoustic Version) | Shinyribs | 3:49 | |
| You Ain't Goin' Nowhere | Glen Hansard, Markéta Irglová | 3:05 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| The Trip | Dave Rawlings Machine | 10:55 | |
| A Petal Here, a Petal There | Dead Horses | 3:26 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Snake Eyes | The Milk Carton Kids | 2:38 | |
| River Girl | Kelley Mickwee | 4:47 | |
| Learning To Cry | Justin Townes Earle | 2:41 | |
| Old Man | The Wailin' Jennys | 3:11 | |
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| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| It's Too Easy | Dave Rawlings Machine | 3:08 | |
| Mother Earth | Willie Watson | 3:36 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Sitting on Top of the World | Tim Easton | 2:54 | |
| Movin' On | Justin Townes Earle | 4:41 | |
| High Hopes | The Milk Carton Kids | 2:35 | |
| Beauty in the Ugliest of Days | Jonah Tolchin | 3:04 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Working Man | Maya De Vitry | 3:22 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Here I Am in Love Again | Robert Ellis, Courtney Hartman | 3:19 | |
| Playing Old Games | Erin Rae, Pete Lindberg | 3:29 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Adelaide | The Stray Birds | 3:44 | |
| To Ramona | Lissie | 4:36 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Unwinnable War | The Milk Carton Kids | 4:19 | |
| Sure to Fall | Valerie June | 2:51 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Prayer in Open D | Shannon McNally | 3:55 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Beautiful Scars | Blackie & The Rodeo Kings, City and Colour | 4:55 | |
| Young When I Left Home | The Good Luck Thrift Store Outfit | 4:28 | |
| Look Out Mama | Hurray For The Riff Raff | 3:25 | |
| Lost On The River #12 | The New Basement Tapes | 3:41 | |
| Come On Up To The House | Sarah Jarosz | 4:27 | |