| My First Rodeo | Whitney Rose | 3:17 | |
| These Blues | Eilen Jewell | 2:45 | |
| Easy as Hello | Sunny Sweeney | 4:39 | |
| She Never Spoke Spanish to Me | Texas Tornados | 3:20 | |
| Lookin' Back on Luckenbach | Whitney Rose | 4:17 | |
| Kansas City | Otis Gibbs | 3:45 | |
| Ghost Town | Sam Outlaw | 4:09 | |
| Hackensack | Ward Hayden & the Outliers | 3:48 | |
| Your Lonely Heart | Carrie Rodriguez | 2:58 | |
| Where Did My Happiness Go | Tangarine | 3:24 | |
| The Bug | Mary Chapin Carpenter | 3:47 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| The Last Thing On My Mind | Porter Wagoner, Dolly Parton | 2:36 | |
| I Loved You Yesterday | Lyle Lovett | 2:59 | |
| The Cold Hard Truth | Jamie O'Hara | 4:02 | |
| I Can't Let Go (Even Though I Set You Free) | Zephaniah OHora | 3:32 | |
| Humble & Kind | Lori McKenna | 4:03 | |
| The Way I Should | Iris DeMent | 4:26 | |
| The Captain's Daughter | Alison Krauss & Union Station | 4:57 | |
| Mr Wrong | The Bellamy Brothers | 3:52 | |
| Desert Dove | Michaela Anne | 4:41 | |
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| We Work It Out | Joni Harms | 3:03 | |
| Friends Don't Let Friends Drink (And Fall in Love) | Sam Outlaw | 2:26 | |
| Forever Young | Nitty Gritty Dirt Band | 4:16 | |
| When You're My Age (feat. Hillary Lindsey & Liz Rose) | Lori McKenna, Liz Rose, Hillary Lindsey | 5:11 | |
| The Ballad of Dale and Ray | Dale Watson, Ray Benson | 3:45 | |
| The Last Cowboy Song | Ed Bruce | 4:57 | |
| Hole Down in My Heart | Sam Outlaw | 2:30 | |
| Tattered, Torn and Blue (And Crazy) | Michaela Anne | 3:20 | |
| Let's Take a Vacation | Joshua Hedley | 3:51 | |
| The Angels Came Down - Remastered | Kevin Costner, Modern West | 4:46 | |
| Mexican Wind | Jann Browne | 3:53 | |
| She's Leaving in the Morning | Zephaniah OHora | 3:08 | |
| Railroads | Holly Williams | 3:43 | |
| This I'd Do (Live) | Greg Trooper | 3:42 | |
| Loretta | Luke Bell | 3:58 | |
| Put Another Log on the Fire | Ray Scott | 2:19 | |
| When I Quit Drinking | JP Harris | 3:56 | |
| Waiting Tables | Don Henley | 4:47 | |
| I Would Like To See You Again | Don Williams | 2:55 | |
| Adiós | Glen Campbell | 3:05 | |
| I’ll Be Here In The Morning | Don Williams | 3:43 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| Whiskey Kisses | Johnny Reid | 3:37 | |
| If I Ever Break Your Heart | The Notorious Cherry Bombs | 3:24 | |
| River Of Fools | Logan Ledger | 3:11 | |
| Gold Watch And Chain | Carlene Carter | 3:17 | |
| Blue Wing | Tom Russell, Dave Alvin | 3:45 | |
| I Hold On | Holly Williams, Chris Janson | 2:46 | |