| Prairie Evening/Sagebrush Waltz | Colter Wall | 3:35 | |
| I Wish I Was There | Trey Hensley | 3:07 | |
| Where I Went Wrong | The Broken Spokes | 2:51 | |
| The City of New Orleans | Rhonda Vincent | 4:11 | |
| Hobo Cartoon | Sturgill Simpson | 2:32 | |
| Tie Me Up | Sunny Sweeney | 2:58 | |
| I Don't Need You | Mose Wilson | 3:27 | |
| Solid Gold | Miles Miller | 3:18 | |
| Shays' Rebellion | The Mountain Grass Unit | 3:08 | |
| Trans-Am | Croy and the Boys | 2:46 | |
| Way Downtown | Rob Ickes & Trey Hensley, Rob Ickes, Trey Hensley | 3:12 | |
| I Can't Go on This Way | The Po' Ramblin' Boys | 2:03 | |
| What the Rocks Don't Know | The Wooks | 3:50 | |
| Devil That You Know | Matt Hillyer | 2:45 | |
| Blue Mountain | Addie Levy, Trey Hensley | 4:36 | |
| High, Blue & Lonesome | Low Water Bridge Band | 4:14 | |
| East Bound And Down | The Po' Ramblin' Boys, Bronwyn Keith-Hynes, Jason Carter | 2:57 | |
| In Texas With A Band | Brennen Leigh, Asleep At The Wheel, Ray Benson | 2:52 | |
| El Paso City | The Band Of Heathens, Mark Wystrach | 4:28 | |
| Wolfpen Branch | Arthur Hancock | 3:45 | |
| The Bullfighter | Luke Bell | 3:23 | |
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| Earthly Justice | Western Centuries | 4:03 | |
| Ride Me Down Easy | Ryan Bingham, Nikki Lane | 3:13 | |
| Dirt Road in Georgia | Brent Cobb | 4:35 | |
| Whiskey Dark | Low Water Bridge Band | 4:52 | |
| The Pistol & the Prayer | Isaac Hoskins | 3:07 | |
| Lost Lover's Eyes | Vince Herman | 3:23 | |
| World Full Of Blues (Feat. Taj Mahal) | Rob Ickes & Trey Hensley, Rob Ickes, Trey Hensley, Taj Mahal | 5:19 | |
| Rhythm of the Train | Nick Dittmeier, The Sawdusters | 3:10 | |
| Midnight in Virginia | Low Water Bridge Band | 2:28 | |
| Alabama Groove | Justin Jeansonne | 3:43 | |
| Highway 95 | Special Consensus, Rob Ickes | 3:51 | |
| The Highway Less Taken | Justin Wells | 3:22 | |
| Misery | Rob Ickes & Trey Hensley, Trey Hensley, Rob Ickes | 2:47 | |
| Road Crew | Silverada | 2:57 | |
| Dark Side | Robert Henry & the Repeaters | 2:45 | |
| John Deere Tractor | Larry Sparks | 4:28 | |
| The Way Country Sounds | Jeremy Pinnell | 3:56 | |
| Lonesome | Kyle McKearney, Trey Hensley | 3:50 | |
| Hang On | Nicholas Jamerson | 2:40 | |
| If Tommy Duncan's Voice Was Booze | Brennen Leigh, Asleep At The Wheel | 3:16 | |
| Someday, Not Today | The Broken Spokes | 2:28 | |
| Redbird | Cadillac Sky | 5:46 | |
| Too Much Livin' | John R. Miller | 3:36 | |
| Couldn't Care Less (feat. Dani Flowers) | Tennessee Jet, Dani Flowers | 2:58 | |
| Mudfish Momma | The Wooks | 3:45 | |
| Highway Shoes | Miles Miller | 4:56 | |
| Lexington | Nicholas Jamerson, The Morning Jays | 4:04 | |
| One Bad Case Of The Blues | Rob Ickes | 2:42 | |
