| Rock Island Line | Billy Bragg, Joe Henry | 2:55 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Working in a Coalmine | Kristi Rose, Fats Kaplin | 3:39 | |
| Numbered Doors | Lori McKenna | 3:44 | |
| The Guitar Case | Amanda Anne Platt & the Honeycutters | 4:18 | |
| Montana Cowboy | Caleb Klauder, Reeb Willms | 2:35 | |
| Down to Seeds and Stems Again | Bill Kirchen | 4:02 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| Morning Trian | David Francey | 2:28 | |
| Tell Me A Story | Po' Girl | 3:13 | |
| My Remembrance of You | Diana Jones | 3:40 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Walkin' Daddy | Greg Brown | 4:56 | |
| Warm Guns | Western Centuries | 4:55 | |
| If You Knew My Mind | Grayson Capps | 3:03 | |
| After the Storm | The Flatlanders | 3:52 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Dream Café | Greg Brown | 5:57 | |
| Long Ride | Amanda Anne Platt & the Honeycutters | 3:47 | |
| I Wish We Had Our Time Again | Todd Snider | 2:28 | |
| Lo Siento, Spanishburg, WVA | Scott Miller | 3:58 | |
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| You Found Me | Willy Tea Taylor | 3:20 | |
| Hartford | Kieran Kane | 2:46 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| What's She Crying For | Justin Townes Earle | 3:53 | |
| Something 'Bout You | Tamra Rosanes, Kevin Welch | 3:19 | |
| Willow Tree | Diana Jones | 2:53 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Colorado Sky | Cristina Vane | 3:08 | |
| Now's the Time (C'est Le Moment) | Caleb Klauder, Reeb Willms | 2:30 | |
| We've Got a Fire | The Steel Wheels | 3:28 | |
| South Georgia Sugar Babe | Justin Townes Earle | 2:47 | |
| Lights of Cheyenne | James McMurtry | 6:40 | |
| Station Blues | Pieta Brown, Chad Cromwell | 3:14 | |
| Country Morning Music | Keith Sykes | 2:27 | |
| Ballad of a Well Known Gun (with John Randall Stewart & Robinella) | Rob Ickes & Trey Hensley, Trey Hensley, Rob Ickes, John Randall Stewart, Robinella | 4:47 | |
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
| I Don't Know Anybody in This Town | Greg Brown | 3:27 | |
| Washashore Cowgirl | Monica Rizzio | 3:05 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| South Of Town | Adam Carroll | 4:42 | |
| Got My Attention | Bow Thayer, Levon Helm | 4:05 | |
| Runnin' | Leah Blevins | 3:57 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| Rio Ticino | Terry Allen | 4:54 | |
| Fishing With Bill | Bill Morrissey, Greg Brown | 4:32 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Poor Old Dirt Farmer | Levon Helm | 3:52 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |