| Onto You | Caitlin Canty | 3:30 | |
| Tennessee Song | Margo Price | 4:40 | |
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | |
| One Red Rose | Iris DeMent | 3:07 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| I Thought You Were Somebody Else | Mary Bragg | 3:16 | |
| Take It from Me | Andrew Combs | 4:17 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Picking Up Pieces | Watchhouse | 3:52 | |
| For You To See The Stars | Radney Foster | 3:48 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| Songbird | Eric Clapton, Willie Nelson | 2:55 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Whirlwind | Old Crow Medicine Show | 4:04 | |
| Broken Arm In Oregon | Margo Cilker | 3:47 | |
| Dead and Gone | Yola | 4:49 | |
| Sad | Carson McHone | 3:45 | |
| Waltz About Whiskey | Watchhouse | 3:46 | |
| Country Bound | Brent Cobb | 3:45 | |
| Our Song | Willie Nelson | 3:51 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
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| Devil's Got My Woman | Andrew Combs | 2:35 | |
| 18 Wheels | Fred Eaglesmith | 5:01 | |
| Powder Blue | The Cactus Blossoms | 2:23 | |
| Keep the Home Fires Burnin' | Sarah Shook & the Disarmers | 3:03 | |
| Carolina Heart | Yarn | 3:37 | |
| People Get Old | Lori McKenna | 3:42 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Mammas Don't Let Your Babies Grow up to Be Cowboys | Waylon Jennings, Willie Nelson | 2:32 | |
| To The Other Woman (feat. Margo Price) | Swamp Dogg, Margo Price | 3:54 | |
| Where Is My Home | Forest Sun | 4:05 | |
| The Sound Of Your Memory | Willie Nelson, Lukas Nelson | 6:10 | |
| California Sober (feat. Willie Nelson) | Billy Strings, Willie Nelson | 3:50 | |
| Providence Canyon | Brent Cobb | 3:24 | |
| Lonely Girl's Lament | Summer Dean | 3:37 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Take Me for a Ride | Caitlin Canty | 4:09 | |
| Honky Tonks and Taverns | Lillie Mae | 2:19 | |
| Suwannee County | Andrew Combs | 3:49 | |
| Lookin' Back on Luckenbach | Whitney Rose | 4:17 | |
| It's My Lazy Day | Merle Haggard, Willie Nelson | 2:49 | |
| Slip Slidin' Away | Rita Wilson, Willie Nelson | 4:53 | |
| If I Told You | Jamie Lin Wilson | 3:08 | |
| King Of California | Dave Alvin | 4:50 | |
| Starlight | Logan Ledger | 5:21 | |
| Tell Me A Lie | Logan Ledger | 4:19 | |
| Everyone But Me | Rosanne Cash | 3:37 | |
| Just Like Leaving | Bella White | 3:26 | |
| A Showman's Life | Gary Allan, Willie Nelson | 4:32 | |