| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| Black Myself | Our Native Daughters, Amythyst Kiah, Rhiannon Giddens, Leyla McCalla, Allison Russell | 3:54 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Anniversary Song | Cowboy Junkies | 3:10 | |
| Cowboy Romance | Natalie Merchant | 6:07 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| A Hold On Me | Diana Jones | 4:20 | |
| I Knew I Could Fly | Our Native Daughters, Leyla McCalla, Allison Russell | 3:41 | |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| The Letter | Natalie Merchant | 2:12 | |
| Man of God | Eliza Gilkyson | 4:27 | |
| Sweet Old Religion | Pharis & Jason Romero | 3:48 | |
| Banjo Pickin' Girl | Abigail Washburn & The Sparrow Quartet, Béla Fleck, Ben Sollee, Casey Driessen | 2:57 | |
| Oh, Mama | Aoife O'Donovan | 4:18 | |
| Western Cowboy | Hurray For The Riff Raff | 4:42 | |
| Old Mountain Line | Po' Girl | 2:10 | |
| Rocks into Sand | Bill Kirchen | 3:26 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Where I Go | Natalie Merchant | 4:02 | |
| Look Out Mama | Hurray For The Riff Raff | 3:25 | |
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| The Devil's Paintbrush Road | The Wailin' Jennys | 3:47 | |
| A Horse In The Country | Cowboy Junkies | 3:50 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Laid Back | Cary Morin | 3:26 | |
| Golden Boy | Natalie Merchant | 4:08 | |
| Buck Up | Carsie Blanton | 3:05 | |
| Same Old Stagolee | Justin Townes Earle | 3:41 | |
| Last Train | Bronwyn Keith-Hynes, Sarah Jarosz | 3:07 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Barbed Wire Boys | Susan Werner | 3:20 | |
| Can't Help but Wonder Where I'm Bound | Nanci Griffith | 3:16 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Death in Arkansas | Eliza Gilkyson | 4:18 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Señor (Tales of Yankee Power) | Willie Nelson, Calexico | 5:17 | |
| Cricket (At Night I Can Fly) | Amy LaVere, Will Sexton | 2:51 | |
| Troubles | Tara Nevins | 4:03 | |
| I Feel The Blues Moving In | Slaid Cleaves | 4:08 | |
| Roly Poly | The Little Willies | 2:33 | |
| I Love My Tribe | Donna The Buffalo | 2:46 | |
| Alright Alright | Birds of Chicago | 4:02 | |
| Me By The Sea | Edie Brickell & New Bohemians | 3:04 | |
| Ida Red | Hot Club Of Cowtown | 3:05 | |
| Photograph | R.E.M., Natalie Merchant | 3:31 | |
| So Familiar | Steve Martin, Edie Brickell | 2:44 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |