| Love Will Only Break Your Heart | The David Mayfield Parade | 2:53 | |
| By the Light of the Moon | Dave Simonett | 2:25 | |
| King Cotton | The Secret Sisters | 3:12 | |
| I'll Be Here in the Morning | 10 String Symphony | 4:34 | |
| How Bad I Wanna Live | Maya De Vitry | 2:53 | |
| Silver Sunset | Caitlin Canty | 3:59 | |
| Spittin’ On Fire | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:05 | |
| Old Machine | The Suitcase Junket | 3:21 | |
| Live / Die | Nellie Pearl | 3:42 | |
| Big Men in the Sky | Watchhouse | 4:05 | |
| I Loved That Town | Meredith Moon | 3:44 | |
| Whole Blue Heart | Lillie Mae | 4:10 | |
| I Thought You Were Somebody Else | Mary Bragg | 3:16 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| Hinges | Chatham Rabbits | 3:34 | |
| Chickamauga | Willy Tea Taylor | 5:14 | |
| Keep Travelin' | Front Country | 2:48 | |
| Wild Heart | Caitlin Canty | 3:17 | |
| Backslide (OurVinyl Sessions) | Smooth Hound Smith, OurVinyl | 2:54 | |
| Dreamer | Scott Hirsch, Kelly McFarling | 4:54 | |
| Northern Town | Fruition | 4:06 | |
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| Misery and Gin | Jaime Wyatt | 4:24 | |
| Brokedown Palace (Acoustic Version) | Shinyribs | 3:49 | |
| The Brightest Day | Caitlin Canty | 2:58 | |
| Short Hair Woman | Justin Townes Earle | 2:49 | |
| Old Songs Never Die | Rachel Baiman | 2:34 | |
| Caught It from the Rye | Tré Burt | 3:04 | |
| Better Woman | Sera Cahoone | 3:28 | |
| All I Really Need to Know | Dead Horses | 4:15 | |
| Who Knows | Kieran Kane, Rayna Gellert | 3:48 | |
| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | |
| You Won't Find Me | Amelia Curran | 3:23 | |
| Brother, Taxman, Preacher | Margo Cilker | 2:36 | |
| Keweenaw Flower | The Lowest Pair | 3:23 | |
| Wicked Spell | Rachel Baiman | 6:31 | |
| Half a Heart Keychain | Riddy Arman | 3:20 | |
| Hearts Beat and Take a Beating | Forest Sun | 3:16 | |
| Trouble Me Anytime | Mary Bragg | 3:43 | |
| Odds of Getting Even | Caitlin Canty | 3:15 | |
| Totes | The Lowest Pair | 2:07 | |
| Sun Shining Bright | The Haunted Windchimes | 4:35 | |
| Cairo, Il | The Brother Brothers | 3:42 | |
| Black Jack Davey | Hurray For The Riff Raff | 3:11 | |
| Long Midnight | Joe Pug | 2:13 | |
| Who (Live) | Caitlin Canty | 4:27 | |
| Supertramp | S.G. Goodman | 2:56 | |
| Mystery | Lukas Nelson and Promise of the Real | 3:33 | |
| Budding | Caitlin Canty | 2:06 | |
| Wake Me When It's Over | I'm With Her, Sara Watkins, Aoife O'Donovan, Sarah Jarosz | 4:18 | |