| Arizona | Matt Robertson | 4:35 | |
| Unladylike | Summer Dean | 3:20 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| Carryin' on This Way | Dale Watson | 3:46 | |
| Thirteen Silver Dollars | Colter Wall | 2:30 | |
| Methadone Blues | Elizabeth Cook | 3:43 | |
| Childish Things | James McMurtry | 4:35 | |
| I Was Born To Be A Cowboy | Red Steagall | 2:43 | |
| Why You Been Gone so Long | Eleven Hundred Springs, Ronnie Dawson | 4:23 | |
| Is It Cheating | Belle Plaine, Colter Wall | 2:36 | |
| Bernadine (feat. Chris Carroll) | Adam Carroll, Chris Carroll | 4:31 | |
| The Boys Are Back In Town | Patty Loveless | 2:34 | |
| Whiskey Angel | The Black Lillies | 4:52 | |
| Cowboy Logic | Michael Martin Murphey | 3:35 | |
| Bubble Gum | Adam Carroll | 3:34 | |
| With A Whisper | Brenn Hill | 3:46 | |
| Eight More Miles | Kieran Kane | 2:45 | |
| Move A Little Closer | Jason James | 3:13 | |
| This Big City | The Derailers | 3:20 | |
| All-American Redneck | Randy Howard | 2:31 | |
| Dry Town - Demo | Gillian Welch | 2:55 | |
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| I-70 Westbound | Railbenders | 3:16 | |
| Down Home Country Blues | Ray Wylie Hubbard | 3:02 | |
| Everybody Wants to Go to Heaven | The Local Honeys | 4:03 | |
| Borderless Love | The Flatlanders | 3:16 | |
| Jesus Take the Wheel (and Drive Me to a Bar) | Sam Outlaw | 3:19 | |
| Dirty Old Town | Kelsey Waldon | 2:41 | |
| L.A. County | Lyle Lovett | 3:19 | |
| On a Slow Train Through Arkansas | Chuck Mead | 4:23 | |
| London Homesick Blues (Home With the Armadillo) | Gary P. Nunn | 6:03 | |
| Long Haired Tattooed Hippie Freaks | Eleven Hundred Springs | 3:28 | |
| Guitars Too | Wade Montgomery | 4:01 | |
| No Rust on My Spade | Otis Gibbs | 4:17 | |
| When Country Was Proud | Ags Connolly | 3:33 | |
| Kentucky Borderline | Rhonda Vincent | 3:32 | |
| Death And Hell | The Highwaymen | 2:48 | |
| The Lovers In Your Dreams | Ray Wylie Hubbard | 4:30 | |
| Acres Of Corn | Tom Russell, Iris DeMent | 3:44 | |
| The Messenger | Ray Wylie Hubbard, Ronnie Dunn, Pam Tillis | 4:33 | |
| Out Here In The Middle | James McMurtry | 4:21 | |
| Water In The Fuel | Fred Eaglesmith | 5:21 | |
| True Love Travels A Gravel Road | The Highwaymen | 3:21 | |
| The Ballad of William Sycamore | Tom Russell | 4:22 | |
| Cowboy Lloyd Cross | Dale Watson | 2:34 | |
| Heads You Win Tails I Lose | Dan Tyminski | 3:41 | |
| When I'm Ridin' I'm Right | Wylie & The Wild West | 2:29 | |
| El Paso | Tom Russell | 5:38 | |
| The Train That Carried My Girl From Town | The Earls Of Leicester | 2:46 | |
| The Road Goes On Forever | The Highwaymen | 4:41 | |