| Dusty Skies | The Wainwright Sisters | 2:48 | |
| Into My Arms | Shelby Lynne, Allison Moorer | 4:47 | |
| Who's Gonna Build That Wall | Chip Taylor, Carrie Rodriguez | 4:18 | |
| Better Than This | Amy Speace | 3:40 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| A Hold On Me | Diana Jones | 4:20 | |
| South of Nowhere | Po' Girl | 2:50 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Swimming Song | Lucy Kaplansky | 3:01 | |
| Up Against the Wall | The Be Good Tanyas | 3:19 | |
| Drifting Away | Judy Collins, Ari Hest | 3:19 | |
| Hard to Change | Meg Hutchinson | 3:22 | |
| Promises to Keep | Eliza Gilkyson | 4:23 | |
| Ragdoll Princes & Junkyard Queens | Antje Duvekot | 3:03 | |
| The War After the War | Mary Gauthier | 3:44 | |
| Not in This Life | Natalie Merchant | 5:20 | |
| Not the Tremblin' Kind | Laura Cantrell | 3:37 | |
| All the Way (feat. Eliza Gilkyson & Ad Vanderveen) | Iain Matthews, Eliza Gilkyson, Ad Vanderveen | 3:27 | |
| Fireflies | Caroline Herring | 2:43 | |
| Different Kind Of Gone | Mary Gauthier | 3:41 | |
| Rains Came | Shelby Lynne | 2:25 | |
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| Detroit Or Buffalo | Amanda Shires | 4:08 | |
| Paper Gown | Caroline Herring | 4:31 | |
| Man of God | Eliza Gilkyson | 4:27 | |
| Angel City | Rhiannon Giddens | 3:52 | |
| A Thousand Lovers | Lynn Miles | 3:34 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| Wanderin' | Eliza Gilkyson | 2:58 | |
| Tell Yourself - 2005 Version | Natalie Merchant | 5:05 | |
| 2 Dollar Shoes | Rosie Thomas | 3:10 | |
| Walk Beside Me | Red Molly | 3:09 | |
| Different When It Comes To You | Bruce Cockburn | 2:57 | |
| Pale Fire | Amanda Shires | 3:16 | |
| Reason Enough (All the King's Men) | Andreas Vollenweider, Eliza Gilkyson, Walter Keiser, Marc Portmann, Christoph Stiefel, Ernst Ströer, Richard B. Greene | 4:26 | |
| Age of Miracles | Chuck Prophet | 4:09 | |
| This Morning I Am Born Again | Lucy Kaplansky | 3:06 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| The Gypsy Life | John Gorka | 4:26 | |
| You Won't Find Me | Amelia Curran | 3:23 | |
| If No One Ever Marries Me | Natalie Merchant | 2:21 | |
| The Maker | Willie Nelson | 5:08 | |
| Ring Them Bells | Sarah Jarosz | 3:30 | |
| Went To See The Gypsy | Martha Scanlan | 3:32 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| The Good And The Bad | Ted Hawkins | 4:54 | |
| Kathy | Po' Girl | 4:17 | |
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | |
| Mixtape | Tift Merritt | 3:18 | |
| Wildflowers | Chris Hillman | 2:51 | |