| I Knew I Could Fly | Our Native Daughters, Leyla McCalla, Allison Russell | 3:41 | |
| River Girl | Kelley Mickwee | 4:47 | |
| Before I Go | John Hiatt | 3:34 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| Rains Came | Shelby Lynne | 2:25 | |
| True Love Travels on a Gravel Road | Nick Lowe | 3:36 | |
| Rainy Night In Georgia | Hem | 4:30 | |
| You Won't Find Me | Amelia Curran | 3:23 | |
| Emerald Street | Eliza Gilkyson | 3:45 | |
| I'm Proud of You (For Loving Me) | Forest Sun | 3:07 | |
| Ghosts | Jesse Winchester | 4:39 | |
| Human Thing | The Be Good Tanyas | 4:08 | |
| Change My Tune | Forest Sun | 2:49 | |
| Weather | Shelby Lynne | 4:42 | |
| Dreamtime | The Sunset Sound, Shelby Lynne | 3:49 | |
| Love Will Win the War | Darden Smith | 3:54 | |
| A Horse In The Country | Cowboy Junkies | 3:50 | |
| Into My Arms | Shelby Lynne, Allison Moorer | 4:47 | |
| Red Dog Tracks | Chip Taylor, Carrie Rodriguez | 4:47 | |
| I Should Have Said | Bap Kennedy | 3:17 | |
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| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| You've Got Me Where You Want Me | Chuck Prophet | 3:27 | |
| Private Thoughts | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| King Cotton | The Secret Sisters | 3:12 | |
| One Man | Caitlin Canty | 4:09 | |
| Way over Yonder in the Minor Key | Dave Carter & Tracy Grammer | 4:14 | |
| I'm Looking for Blue Eyes | Shelby Lynne, Allison Moorer | 2:57 | |
| When It Comes My Turn | David Myles | 3:31 | |
| Willin' | Richard Shindell | 3:15 | |
| The Gypsy Life | John Gorka | 4:26 | |
| Alright Alright | Birds of Chicago | 4:02 | |
| Tell Moses | Colvin & Earle | 3:41 | |
| Pretend | Shelby Lynne | 3:06 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| I'm Still Loving You | Blackie & The Rodeo Kings | 4:27 | |
| Tragedy | Peter Wolf | 2:44 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| You Won't See Me | Anne Murray, Shelby Lynne | 4:17 | |
| The River Knows Your Name | John Hiatt | 4:25 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| I’ll Be Gone | Sarah Jarosz | 3:35 | |
| Try | Birds of Chicago | 5:11 | |
| The River's Gonna Run | Buddy & Julie Miller | 3:59 | |
| Went To See The Gypsy | Martha Scanlan | 3:32 | |
| Permanently Lonely | The Little Willies | 2:41 | |