| If You Were The Woman And I Was The Man | Cowboy Junkies, John Prine | 3:14 | |
| Daddy's Little Pumpkin | John Prine | 2:41 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| Weight of the World | Western Centuries | 3:22 | |
| Border Radio | Kelly Willis, Bruce Robison | 2:50 | |
| Drinkin in the Morning | Trampled by Turtles | 3:45 | |
| Please Don't Bury Me | John Prine | 3:06 | |
| Wavin' My Heart Goodbye | The Flatlanders | 2:38 | |
| 4&20 Blues | Jeffrey Foucault | 2:58 | |
| Truck Driving Man | New Riders of the Purple Sage | 6:24 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Borderless Love | The Flatlanders | 3:16 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Carryin' on This Way | Dale Watson | 3:46 | |
| Girl With The Dirty Hair | Adam Carroll | 2:43 | |
| Indianapolis | The Bottle Rockets | 3:32 | |
| Jukebox | The Honeycutters | 4:36 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
| Long Way to Texas | Yarn | 3:00 | |
| Codeine | Jason Isbell and the 400 Unit | 5:44 | |
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| Sure to Fall | Valerie June | 2:51 | |
| Black Rose | Billy Joe Shaver | 2:44 | |
| Tupelo | Jason Isbell and the 400 Unit | 4:01 | |
| I Thought the Wreck Was Over | The Flatlanders | 2:45 | |
| Big Whiskers | Otis Gibbs | 5:50 | |
| Hooky Junk | The Gourds | 4:43 | |
| I Pity the Mother and the Father (When the Kids Move Away) | Amazing Rhythm Aces | 2:07 | |
| Steamboat Whistle Blues | John Hartford | 3:25 | |
| Yum Yum | The Deslondes, Riley Downing, Dan Cutler, Sam Doores, Cameron Snyder | 2:56 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| All the Way to Jericho | The Gourds | 3:55 | |
| Devil May Care | Sarah Shook & the Disarmers | 2:48 | |
| Mexican Home (feat. John Prine) | Chris Knight, John Prine | 5:05 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Peach Pickin' | The Black Lillies | 4:00 | |
| Silver and Gold | Trampled by Turtles | 2:47 | |
| Weight Of The Gun | Corb Lund | 3:40 | |
| Lake Marie | John Prine | 6:00 | |
| Six Pack of Beer and a Pack of Cigarettes | Erik Koskinen | 3:59 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Six Days On The Road | The Flying Burrito Brothers | 2:56 | |
| Four Letter Word | Lukas Nelson and Promise of the Real | 4:42 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |
| Runnin’ Shine | Lukas Nelson and Promise of the Real | 3:22 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| Ramblin' Fever | Merle Haggard | 3:11 | |
| I'm Still Here | John Hartford | 3:24 | |
| Mohawk River | Ramsay Midwood | 4:09 | |
