| Till You Lay Down Your Heavy Load | Eilen Jewell | 3:16 | |
| I Can't Help It (if I'm Still in Love With You) | Chip Taylor, Carrie Rodriguez | 3:25 | |
| Light As a Fire | The Stray Birds | 3:26 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| The Flyboy & the Kid | Rodney Crowell | 3:55 | |
| I Could've Been Your Lover Too | Rachel Baiman | 3:09 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| Tecumseh Valley | Nanci Griffith | 4:29 | |
| Goodnight Irene | Kelly Joe Phelps | 5:39 | |
| Pretty Little Miss | Joan Shelley, Doug Paisley | 3:04 | |
| Hey Little Mama | Frazey Ford | 4:24 | |
| Fourth Degree | Eilen Jewell | 4:03 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Take A Break | Catherine MacLellan | 2:46 | |
| I'M Gonna Dress In Black | Eilen Jewell | 4:03 | |
| Night Bird and Morning Bird | Abigail Lapell | 3:17 | |
| Sweet Tooth | Dave Rawlings Machine | 5:20 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
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| These Blues | Eilen Jewell | 2:45 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Blow Me a Kiss | Blackie & The Rodeo Kings | 3:12 | |
| Across the Great Divide | Nanci Griffith | 3:57 | |
| All You Ever | The Honeycutters | 5:36 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| A Thousand Tiny Pieces | The Be Good Tanyas | 3:45 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Too Long (I've Been Gone) | Dom Flemons | 2:53 | |
| All the Way Around | Kris Delmhorst | 3:53 | |
| Do It | Jesse Winchester | 1:27 | |
| Fishin' with You | Carsie Blanton | 2:16 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Savannah Blues | Malcolm Holcombe | 3:20 | |
| Tangled and Wild | Suzie Ungerleider | 4:25 | |
| You Can't Take My Song Away | Eilen Jewell | 2:15 | |
| Loneliest Songs | The Honey Dewdrops | 4:47 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| Sister Golden Hair | Anna Ash | 3:30 | |
| Old Time Country Song | Applewood Road, Amber Rubarth, Amy Speace, Emily Barker | 2:19 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| Lead Me On | Joe Henry, Lisa Hannigan | 4:30 | |
| It's Not Happening | The Be Good Tanyas | 2:41 | |
| The Things We Call Home | Amanda Anne Platt & the Honeycutters | 2:38 | |
| Vete Ya (feat. Eilen Jewell) | Los Coronas, Eilen Jewell | 3:08 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| Ring Them Bells | Sarah Jarosz | 3:30 | |
| There Stands The Glass | Ted Hawkins | 2:33 | |