| On the Streets | Rico Bell | 3:55 | ||
| Nocturnal Stumblebutt | Loudon Wainwright III | 3:46 | ||
| Ohoopee River Bottom Land | Larry Jon Wilson | 3:41 | ||
| Cortez Sail | Terry Allen | 6:10 | ||
| Lesson in Depression | James Hand | 2:58 | ||
| Stagger Mountain Tragedy | Kris Kristofferson | 2:53 | ||
| Middle Child | Daniel Romano | 3:48 | ||
| Man Of The Road | Wayne Hancock | 2:30 | ||
| Arkansas Hills | Melissa Carper | 3:11 | ||
| Stars | Fred Eaglesmith | 3:16 | ||
| New Delhi Freight Train | Terry Allen | 7:28 | ||
| 911 | Ramsay Midwood | 4:26 | ||
| Burgundy in the Rain | Pat Reedy | 2:00 | ||
| In the Mud | The Bobby Tenderloin Universe | 2:34 | ||
| Walkin' The Floor Over You | Ernest Tubb | 2:16 | ||
| Picture Cards | Blaze Foley & the Beaver Valley Boys | 4:13 | ||
| Travelers Paradise | The Cactus Blossoms | 2:58 | ||
| I Like Austin, But I Love San Antone | Garrett T. Capps | 3:10 | ||
| Honky Tonks and Taverns | Lillie Mae | 2:19 | ||
| No Way To Pretend | Cactus Lee | 3:45 | ||
| Chase the Feeling | Kris Kristofferson | 4:06 | ||
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| Humidifier | Jonny Fritz | 2:22 | ||
| Way Out West (Reprise) | Marty Stuart And His Fabulous Superlatives | 1:56 | ||
| You're Still On My Mind | The Byrds | 2:24 | ||
| Johnny Cash | Fred Eaglesmith | 3:20 | ||
| Miller's Cave | The International Submarine Band | 2:48 | ||
| A Fine Colour | Kassi Valazza | 5:14 | ||
| Feelin Easy | Terry Allen, The Panhandle Mystery Band | 3:01 | ||
| Tearjoint | Dan Penn | 2:52 | ||
| Ain't the Reaping Ever Done | Eddie Noack | 2:50 | ||
| Luxury Liner | The International Submarine Band | 2:48 | ||
| Highway 46 | Tom Russell | 4:05 | ||
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | ||
| (Is Anybody Going To) San Antone - Single Version | Doug Sahm | 3:09 | ||
| Maybelline | Ramsay Midwood | 3:17 | ||
| Wildfire | Emily Rose and the Rounders | 3:15 | ||
| I Ain't Looking for the Answers Anymore | Tompall Glaser | 2:18 | ||
| Outskirts | James McMurtry | 4:07 | ||
| The Thirty Years War Waltz (for Jo Harvey) | Terry Allen | 6:32 | ||
| Long I Ride | Robbie Fulks | 3:19 | ||
| Milly's Café | Fred Eaglesmith | 5:28 | ||
| Satin Sheets | Willis Alan Ramsey | 2:39 | ||
| Skip A Rope | Logan Ledger | 3:47 | ||
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | ||
| I Wish It Would Rain | Rodney Crowell | 3:28 | ||
| Lorene | The Louvin Brothers | 2:03 | ||
| Monster Truck | Ramsay Midwood | 3:30 | ||
| Tennessee Stud | Nitty Gritty Dirt Band, Doc Watson | 4:50 | ||
| Harlan County | Jim Ford | 3:27 | ||
