| Black & Blue | Zephaniah OHora | 3:10 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| Cedarwood Pines | The Brothers Comatose | 3:52 | |
| Undone | Yarn | 3:27 | |
| Boy from Charlevoix | Kate Rhudy | 2:35 | |
| Faded Loves & Memories | Kentucky John Clay, John R. Miller, Chloe Edmonstone | 3:18 | |
| I Shall Be Released | Corb Lund | 3:29 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Child of the Wind | Michaela Anne | 3:20 | |
| Runnin' | Leah Blevins | 3:57 | |
| The Last Thing On My Mind | JP Harris, Malin Pettersen | 2:37 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Sally Ann | Wild Ponies | 2:59 | |
| Move Along Devil | Summer Dean | 3:33 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Moonlight Stroh | Annalisa Tornfelt, Gideon Freudmann | 2:18 | |
| Honky Tonks and Taverns | Lillie Mae | 2:19 | |
| Driving in the Dark | Mariel Buckley | 3:40 | |
| Willie Nelson | Monica Rizzio | 3:42 | |
| Town to Town | Belle Plaine, Blake Berglund | 3:15 | |
| 30 Days | Smooth Hound Smith | 3:14 | |
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| Better to My Baby | Whitney Rose | 3:11 | |
| I Love You, Charlene | The Local Honeys | 2:54 | |
| Walked in Them Shoes | Adam Carroll | 3:06 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| The John Deere H | Brennen Leigh | 3:15 | |
| Saskatchewan | Belle Plaine, Blake Berglund | 4:12 | |
| Steady Hand | Hogslop String Band | 2:42 | |
| Afterlife | Annalisa Tornfelt | 2:47 | |
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | |
| $13 Beers | Chicago Farmer | 3:17 | |
| Analog | Whitney Rose | 3:24 | |
| Truckstop Amphetamines | JP Harris | 2:38 | |
| One Heart at a Time | Annalisa Tornfelt | 3:47 | |
| Alone with You | Garrett T. Capps, Jamie Lin Wilson | 3:14 | |
| Queen of Oklahoma | Carter Sampson | 4:49 | |
| Burn One With John Prine | Roger Harvey | 3:35 | |
| Over and Over | Annalisa Tornfelt and Gideon Freudmann, Portland Cello Project, Annalisa Tornfelt, Gideon Freudmann | 3:59 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Love Song to Myself | Annalisa Tornfelt | 1:12 | |
| Young and Angry Again | Lori McKenna | 3:37 | |
| Lonely All the Time | Watchhouse | 3:07 | |
| The Jameson Waltz | Kayla Ray | 3:00 | |
| Make Something Outta Me | Jaime Wyatt | 2:58 | |
| Own Private Honky Tonk | Western Centuries | 3:39 | |
| Slow Kill | Kristina Murray | 2:51 | |
| June, June, Hot Air Balloon | Annalisa Tornfelt | 3:01 | |
| Desperate & Depressed | Margo Price | 3:31 | |
| (Iām Gonna Get Over This) Some Day | Logan Ledger | 2:52 | |
