| Son of a Rotten Gambler | Chip Taylor | 4:18 | |
| Goin' back to Harlan (Aka Appalachian Dream) | Kate & Anna McGarrigle | 4:57 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| The Thirty-third of August | Mickey Newbury | 5:42 | |
| Waiting for a Train | Billy Bragg, Joe Henry | 2:46 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| The Dutchman Blues | Chip Taylor, The New Ukrainians | 3:52 | |
| Sleeping Woman | Delaney Davidson | 3:46 | |
| Take Me Home | Tami Neilson | 5:02 | |
| West Texas Heaven | Kimmie Rhodes | 3:07 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| After the Rain | Chuck Prophet | 3:35 | |
| June's Sundown | Carlene Carter | 3:38 | |
| My Remembrance of You | Diana Jones | 3:40 | |
| Live to Strike Again | Chip Taylor | 2:37 | |
| Hearts Beat and Take a Beating | Forest Sun | 3:16 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| Rhythm of the Blues | Mary Chapin Carpenter | 3:59 | |
| Oh Susanna | The Be Good Tanyas | 4:20 | |
| Just Like That (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:30 | |
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| If I Need You | Karl Blau | 3:54 | |
| A Hold On Me | Diana Jones | 4:20 | |
| Venezuela | Dayna Kurtz | 4:55 | |
| Boots of Spanish Leather | Nanci Griffith | 5:17 | |
| Angel of the Morning | Chip Taylor | 4:12 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Abandonitis | Terry Allen, The Panhandle Mystery Band | 3:59 | |
| To Ramona | Sinéad Lohan | 3:43 | |
| Farewell Blues | Luke Winslow-King | 4:01 | |
| Joe Hill's Ashes | Otis Gibbs | 3:26 | |
| Gasoline | Chip Taylor | 2:13 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| Poor Heart's Avenue | Daniel Norgren | 4:01 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| My Heart Aches | Eliza Gilkyson | 3:49 | |
| Tell Me True (feat. Adriel Denae) | Cory Chisel, Adriel Denae | 2:40 | |
| Lovin' Eyes | Applewood Road, Amber Rubarth, Amy Speace, Emily Barker | 2:15 | |
| Henry Antrim | Bap Kennedy | 3:08 | |
| I Love You Too | Gill Landry | 4:15 | |
| Boulevard Of Broken Dreams | Bill Bourne | 3:25 | |
| Passport Blues | Chip Taylor, The New Ukrainians | 5:25 | |
| Lover's Lane | Micah P. Hinson | 3:02 | |
| Gospel Song | The Be Good Tanyas | 5:43 | |
| Waves | Sam Baker | 5:59 | |
| To the Harvest Look Ahead | Kieran Kane, Kevin Welch, Fats Kaplin | 2:56 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
