| Wildwood | Chatham County Line | 3:06 | |
| Emerald Street | Eliza Gilkyson | 3:45 | |
| Mandolin Wind | Amy Helm | 5:52 | |
| Miles to Go | Eilen Jewell | 3:16 | |
| More and More, Less and Less | Delbert McClinton & Glen Clark | 2:53 | |
| Red Dog Tracks | Chip Taylor, Carrie Rodriguez | 4:47 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Somethings Weren't Meant To Be | Eilen Jewell | 3:06 | |
| Lovin' in My Baby's Eyes | Taj Mahal | 2:40 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| Midnight Train | David Rawlings | 3:18 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Sex And Gasoline | Rodney Crowell | 4:30 | |
| Codeine Arms | Eilen Jewell | 3:38 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| Eliza Jane | Eliza Gilkyson | 4:02 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
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| Brokedown Palace | Shinyribs | 6:24 | |
| Someone's Arms | Eilen Jewell | 3:49 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Walking Down the Line | Eilen Jewell | 3:37 | |
| Chip of a Star | Chatham County Line | 4:30 | |
| Reckless | Rodney Crowell | 3:30 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Sabine River | Ray Bonneville | 4:46 | |
| Steeple Full Of Swallows | The Gourds | 3:51 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Heartache Boulevard | Eilen Jewell | 2:41 | |
| The Running Kind | Zoe Muth | 3:07 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
| Abandonitis | Terry Allen, The Panhandle Mystery Band | 3:59 | |
| Eastern Light (feat. Sam Beam) | Tift Merritt, Sam Beam | 4:34 | |
| Down to the Well | Kevin Gordon | 4:10 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Went To See The Gypsy | Martha Scanlan | 3:32 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |