| Each Season | Nora Jane Struthers | 3:48 | |
| Millie Kay | Eric Lindell | 2:53 | |
| Worry Too Much | Buddy Miller | 4:48 | |
| Chalk | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:40 | |
| The Sweet | Hackensaw Boys | 3:34 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Wasted and Rollin' | Amanda Shires | 3:52 | |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Down The Road | Eilen Jewell | 2:35 | |
| What Made Milwaukee Famous (Has Made A Loser Out Of Me) | Redbird | 3:10 | |
| Ellis County | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:51 | |
| Canola Fields | James McMurtry | 4:49 | |
| Wherever You Go | Dee White | 3:20 | |
| I Don't Work in a Bank | Joe Pug | 1:35 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| Lone Pine Hill | Justin Townes Earle | 3:03 | |
| Horse Lattitudes | Jeffrey Foucault | 4:04 | |
| Banshee Moan | Shannon McNally | 4:01 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
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| Brokedown Palace (Acoustic Version) | Shinyribs | 3:49 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| Ft. Walton Wake-Up Call | James McMurtry | 5:16 | |
| Long Wide Open Road | Darrell Scott | 5:01 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Old Man Looking Back | Jamestown Revival | 4:04 | |
| River Girl | Kelley Mickwee | 4:47 | |
| Simple Life I Ride | Yarn | 3:34 | |
| Waiting for a Spark | Smooth Hound Smith | 3:09 | |
| Broke and Restless | Otis Gibbs | 4:26 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Reckless | Rodney Crowell | 3:30 | |
| Blow Me a Kiss | Blackie & The Rodeo Kings | 3:12 | |
| Epitaph | Blue Mountain | 4:47 | |
| I Wonder | Jonah Tolchin | 2:26 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Southern Cross | Darrell Scott, Darrell Scott String Band, John Cowan | 5:15 | |
| Forgotten Coast | James McMurtry | 3:34 | |
| My Ol' Radio | Malcolm Holcombe | 2:33 | |
| Perfect Timing | Drive-By Truckers | 2:57 | |
| Where Can I Go | The Gage Brothers | 3:07 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Sputnik Monroe | Otis Gibbs | 3:10 | |
| Far Away In Another Town | Justin Townes Earle | 3:05 | |
| Secondhand | The Small Glories | 3:05 | |
| Train to Jackson | Jeffrey Foucault | 4:17 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Some Other Time, Some Other Place | Peter Wolf | 3:49 | |