| Lights of Cheyenne | James McMurtry | 6:40 | ||
| The Asp and the Albatross | Freakwater | 3:10 | ||
| Long Way to Texas | Yarn | 3:00 | ||
| Change Your Ways or Die | The Cactus Blossoms | 3:25 | ||
| Shenandoah | Trampled by Turtles | 4:19 | ||
| The Prettiest Thing | The Modern Don Juans, David Childers | 4:14 | ||
| Dry | William Elliott Whitmore | 3:35 | ||
| Screen Door | Uncle Tupelo | 2:42 | ||
| Yuma - Remastered | Justin Townes Earle | 3:05 | ||
| 16-10 | Joseph Huber | 3:55 | ||
| Little Stream of Whiskey | Old Man Luedecke | 2:46 | ||
| Barbara's Song | Ian Noe | 3:25 | ||
| Depression Blues | Sam Doores, Riley Downing, The Tumbleweeds | 5:18 | ||
| Watch Me Fall | Uncle Tupelo | 2:12 | ||
| All Good Dogs | Hackensaw Boys | 3:39 | ||
| I Love Leaving | Jonny Fritz | 3:26 | ||
| What Do You Do When You're Lonesome | Justin Townes Earle | 3:32 | ||
| You Got to Me | James McMurtry | 5:23 | ||
| Indianapolis | The Bottle Rockets | 3:32 | ||
| 1200 Miles | Shovels & Rope | 3:23 | ||
| Sidelong | Sarah Shook & the Disarmers | 4:10 | ||
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| Johnny And June | Truckstop Honeymoon | 3:02 | ||
| Burn the Honeysuckle | The Gourds | 3:35 | ||
| Hard Travelin' | Watchhouse | 2:42 | ||
| Devilsong | Shinyribs | 4:33 | ||
| Hard On You | Daniel Romano | 3:27 | ||
| Silver & Gold | Sam Doores, Riley Downing, The Tumbleweeds | 2:22 | ||
| Pinball Song | Slobberbone | 4:36 | ||
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | ||
| Same River Twice | Joseph Huber | 3:42 | ||
| Looking at the World Through a Windshield | Son Volt | 3:08 | ||
| Wilder Than Her | Fred Eaglesmith | 4:54 | ||
| No Name | Sarah Shook & the Disarmers | 3:06 | ||
| Throw Another Cap in the Fire | Sam Doores, Riley Downing, The Tumbleweeds | 3:32 | ||
| Sing Along | Robert Ellis | 4:09 | ||
| 4&20 Blues | Jeffrey Foucault | 2:58 | ||
| Maria | Justin Townes Earle | 2:35 | ||
| Passin' Through | Sam Doores, Riley Downing, The Tumbleweeds | 2:46 | ||
| Fly Around | Water Tower, Willie Watson | 2:58 | ||
| L.A. County | Lyle Lovett | 3:19 | ||
| The Outskirts | Trampled by Turtles | 5:53 | ||
| If I've Only One Time Askin' | Daniel Romano | 2:54 | ||
| King Of California | Dave Alvin | 4:50 | ||
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | ||
| I Wish It Would Rain | Rodney Crowell | 3:28 | ||
| Amtrak Crescent | Scott Miller | 4:41 | ||
| Seven Shells | Fred Eaglesmith | 2:23 | ||
| Oh Roberta | Slaid Cleaves | 3:17 | ||
| Loaded | The Wood Brothers | 3:49 | ||
