| Late September | Watchhouse | 4:20 | ||
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | ||
| True | Caitlin Canty | 3:46 | ||
| Hold On I | Chris Smither | 4:03 | ||
| Warm Guns | Western Centuries | 4:55 | ||
| To Love Somebody (Live) | Amanda Anne Platt & the Honeycutters | 4:10 | ||
| Oh Soul | Mary Gauthier | 5:26 | ||
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | ||
| Second Hand News | Smooth Hound Smith | 2:41 | ||
| You're Dreaming | The Cactus Blossoms | 3:25 | ||
| Tumbling Dice | John Craigie, Jay Cobb Anderson, Shook Twins | 5:14 | ||
| My Song | Old Crow Medicine Show | 2:49 | ||
| Hurricane Party | James McMurtry | 5:56 | ||
| Mama Needs a Margarita | Zoe Muth | 4:06 | ||
| Going Midwest | Steep Canyon Rangers | 3:47 | ||
| Big Year | Amanda Anne Platt & the Honeycutters | 4:40 | ||
| Family Tapes | Dead Horses | 4:23 | ||
| Ramblin' Kind | Jack Klatt | 2:51 | ||
| Desperado | The Cactus Blossoms | 2:46 | ||
| To Rise You Gotta Fall | Nicki Bluhm | 4:56 | ||
| You Can't Be High | The Small Glories | 3:47 | ||
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| Northern Town | Fruition | 4:06 | ||
| Cold Day in Hell | Lucinda Williams | 5:16 | ||
| Trade All the Lights (feat. Lydia Loveless) | Caleb Caudle, Lydia Loveless | 3:38 | ||
| Winsome Smile | Chris Smither | 3:34 | ||
| Wherever You Go | Dee White | 3:20 | ||
| There May Come a Day | Amanda Anne Platt & the Honeycutters | 3:18 | ||
| Melinda Down the Line | Ian Fitzgerald | 5:06 | ||
| What It Takes | Fred Eaglesmith | 3:57 | ||
| Kentucky, 1988 | Kelsey Waldon | 4:04 | ||
| Undone | Yarn | 3:27 | ||
| Detroit or Buffalo | Amanda Shires | 4:08 | ||
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | ||
| If I Could Make You My Own | Dori Freeman | 3:22 | ||
| On and On | Dead Horses | 3:37 | ||
| Going Going Gone | Watkins Family Hour, Sara Watkins, Sean Watkins | 3:12 | ||
| The Things We Call Home | Amanda Anne Platt & the Honeycutters | 2:38 | ||
| Tennessee Song | Margo Price | 4:40 | ||
| Blackberry Winter | James McMurtry | 5:09 | ||
| Jukebox | The Honeycutters | 4:36 | ||
| Battlechain Rose | Nicki Bluhm | 3:40 | ||
| Unmistakable Love | Spencer Burton | 3:55 | ||
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | ||
| Lookin' Back on Luckenbach | Whitney Rose | 4:17 | ||
| Southern Man | Caitlin Canty | 3:43 | ||
| Silverlined | Donna The Buffalo | 3:08 | ||
| Long Haul | Caroline Spence | 4:01 | ||
| No More Buffalo | James McMurtry | 7:19 | ||
| Dim Star Of The Palisades | Birds of Chicago | 2:58 | ||
