| I Ain't Gonna Stand for It | Shannon McNally | 3:32 | |
| A Crooked Road | Darrell Scott | 4:11 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| Pale Fire | Amanda Shires | 3:16 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| Good as Gold | Bap Kennedy | 2:48 | |
| Brother Flower | Townes Van Zandt, Kimmie Rhodes | 2:56 | |
| Raincoat | Amy Speace | 3:59 | |
| Heal | Allison Moorer | 3:04 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| You Are My Home | Amanda Shires | 3:39 | |
| A Mother Never Rests | Lori McKenna | 2:45 | |
| Cold Cold Earth | Allison Moorer | 3:20 | |
| Wind and Rain | Dawn Landes | 3:26 | |
| Farewell to Bitterroot Valley | Dave Carter, Tracy Grammer | 2:37 | |
| You Show Me Yours And I'll Show You Mine | Shannon McNally, Lukas Nelson | 3:51 | |
| Trouble Looks Good on You | Amy Speace | 2:52 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
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| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| It's the Thing to Do | Amy LaVere, Will Sexton | 2:43 | |
| That's How I Feel | Dori Freeman | 2:43 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| Please Help Me, I'm Falling | Kieran Kane, Rayna Gellert | 3:34 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| 2 Dollar Shoes | Rosie Thomas | 3:10 | |
| Let's Start Again | Bap Kennedy | 3:32 | |
| Uphill | Lori McKenna | 3:01 | |
| This Morning I Am Born Again | Lucy Kaplansky | 3:06 | |
| Half A Million Miles | The Kennedys | 3:45 | |
| We Could Pretend | Ruth Moody | 4:35 | |
| I'm the One to Blame | Allison Moorer | 2:28 | |
| The Call | Catherine MacLellan | 3:12 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Arroyo Seco | John Gorka | 4:24 | |
| Onto You | Caitlin Canty | 3:30 | |
| Forgive Me Annabelle | Rodney Crowell | 4:10 | |
| Movin' On | Po' Girl | 2:51 | |
| Playing Old Games | Erin Rae, Pete Lindberg | 3:29 | |
| Owensboro - Remastered Version | Natalie Merchant | 4:25 | |
| 'Til It's Over | The Secret Sisters | 2:56 | |
| Birches | Bill Morrissey | 3:22 | |
| Alright Alright | Birds of Chicago | 4:02 | |
| Streets Of Baltimore | The Little Willies | 3:06 | |
| Northern Girl | Cheryl Wheeler | 3:46 | |
| Stranger Me | Amy LaVere, Shannon McNally | 5:47 | |