| Montana Love Song | Wylie & The Wild West | 2:45 | |
| Manistee River | Benny Dice | 2:50 | |
| Cheerio, You-All! | Bill Reid & The Fewer Sorrows Band | 3:59 | |
| White Horses | Billy Mashburn | 3:33 | |
| Never Ending Song Of Love | Dick Van Altena, Savannah | 3:08 | |
| Wind Blown Buckaroo | Ryan Fritz | 3:27 | |
| No Way I'll Never Need You | The Flatlanders | 3:17 | |
| 50,000 Names | Bob Hausler | 4:09 | |
| What's a Good Ol' Boy to Do | Jamie O'Hara | 3:22 | |
| Road of Memories | Malpass Brothers | 3:40 | |
| I’m Using My Bible for a Roadmap | Zack Hirt | 2:42 | |
| Little Hands | Bob Holt | 2:22 | |
| Days Roll By | Bryan Gorsira | 5:12 | |
| Me and the Old Promised Land | Sean Burns, Paul Weber | 2:12 | |
| I Feel Like Hank Williams Tonight | Chris Wall | 3:13 | |
| End of the Beginning | Adrian Payne, Mary-Anne Burton | 3:53 | |
| Read Between the Vines | Mike Blakely, Tina Mitchell Wilkins | 3:43 | |
| A Fool Like Me | Porter Wagoner | 2:51 | |
| Letter to Mary | Michael Vanags | 3:45 | |
| Seven Spanish Angels | Dick Van Altena, Savannah | 3:32 | |
| Sunday Morning at the Dragstrip | Zachary Lucky | 2:49 | |
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| Sweet Dreams | Cal Denison | 3:38 | |
| I Miss John Wayne | Dan Roberts | 4:42 | |
| Happy Cowboy | Sons Of The San Joaquin | 2:06 | |
| Truckin' Outlaw Blues | Dallas Moore | 2:35 | |
| With Or Without You | Chris Regez | 2:43 | |
| Poor Daddy's Heart | Brotherflower | 2:54 | |
| Pitch, You Wild Outlaw, Pitch | Andy Hedges, Corb Lund | 3:06 | |
| Great American Cowboy | Sons Of San Joaquin | 3:52 | |
| Saturday Night Lover | Jacob Chambers | 2:31 | |
| Walkin’ Talkin’ Washin’ Machine | Tommy Luke | 2:55 | |
| Kentucky Blue Kentucky Bound | Sam Miller | 2:43 | |
| The Driller | Rob Darien | 3:01 | |
| Two Story House | Alyssa & Wayne Brewer | 2:50 | |
| Come On (My Tots) [Snoc Drive-In] | Illunimati Corporation | 2:53 | |
| The Whiskey Isn't Working | Bill Chambers, Audrey Auld | 2:41 | |
| Uvalde County | Mike Blakely | 3:46 | |
| Sorrow and Tears | Dalchord | 5:33 | |
| Trail Drive | Sons Of The San Joaquin | 4:57 | |
| I Trust My Heart These Days | Ags Connolly | 3:30 | |
| Commanche | R.W. Hampton | 3:40 | |
| Eight More Miles | Kieran Kane | 2:45 | |
| It No Longer Matters What I Do | Kris Kristofferson | 2:33 | |
| Next Broken Heart | Lynchburg, Allison Forbes | 3:21 | |
| Hillbilly Highway (Originally Performed by Steve Earle) | Mark Ford | 3:41 | |
| She Is A Wild Person | Daxon Zackintosh | 2:26 | |
| Uncloudy Day - Live | Country's Family Reunion, Jim Ed Brown, The Whites | 2:58 | |
| The Night Miss Nancy Ann's Hotel For Single Girls Burned Down | Hank Thompson | 3:32 | |
| A Woman's Touch | Lucas Tyler | 3:28 | |