| Dear Mary | Linda Thompson, Teddy Thompson, Kamila Thompson, Richard Thompson | 3:29 | |
| Love, The Magician | Dave Carter, Tracy Grammer | 4:18 | |
| Mandolin Wind | Amy Helm | 5:52 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| April Come She Will | Tracy Grammer | 2:06 | |
| Half A Million Miles | The Kennedys | 3:45 | |
| 1952 Vincent Black Lightning | Red Molly | 5:10 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Outnumbered | John Gorka | 2:05 | |
| Wasting My Time | Zoe Muth | 3:55 | |
| Prayer in Open D | Shannon McNally | 3:55 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Me And That Train | Patty Larkin | 5:01 | |
| What's One More Time | Lori McKenna | 4:03 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| Marie | The Honeycutters | 4:43 | |
| Leave The Light On | Chris Smither | 3:47 | |
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| Old Mountain Line | Po' Girl | 2:10 | |
| Always | John Gorka | 3:55 | |
| Farewell to Bitterroot Valley | Dave Carter, Tracy Grammer | 2:37 | |
| Party Doll | Mary Chapin Carpenter | 5:38 | |
| Sweet Tequila Blues | Chip Taylor, Carrie Rodriguez | 3:15 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| They Call Me Hank | Greg Trooper | 4:48 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Downtown Train | Mary Chapin Carpenter | 4:08 | |
| Counting the Hours | Two Dollar Pistols, Tift Merritt | 3:42 | |
| Til It's Gone | Po' Girl | 5:14 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| River Song | Tom Rush | 3:56 | |
| When the Roses Bloom Again | Laura Cantrell | 4:05 | |
| Summer's Almost Over | Cheryl Wheeler | 3:07 | |
| Crazy Love | Maura O'Connell | 3:20 | |
| No Place To Fall | The Little Willies | 4:00 | |
| Shades Of Gray | Cry Cry Cry | 5:05 | |
| Engine To Turn | Tift Merritt | 2:51 | |
| Streets Of Baltimore | The Little Willies | 3:06 | |
| Iowa - Acoustic Revisited Version | Dar Williams, Gary Louris, Sara Watkins, Sean Watkins, Mary Chapin Carpenter, Motherlode | 4:56 | |
| All The Right Reasons | The Jayhawks | 3:24 | |
| Afraid | Ted Hawkins | 4:36 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | |