| Down At The Dancehall | Kacy & Clayton | 3:22 | |
| Fort Worth | Lee Hazlewood | 2:24 | |
| If I've Only One Time Askin' | Daniel Romano | 2:54 | |
| Blues in Heaven | Sam Doores, Riley Downing, The Tumbleweeds | 5:02 | |
| The Whole Damn Thing | Those Darlins | 2:48 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| Wildwood Flower | The Carter Family | 3:15 | |
| Two Pillow Sleeper | Daniel Romano | 3:51 | |
| Ruby - Are You Mad at Your Man | The Osborne Brothers | 3:01 | |
| Western Cowboy | Hurray For The Riff Raff | 4:42 | |
| Things Ain't What They Used to Be (And Probably Never Was) | Larry Jon Wilson | 2:59 | |
| When That Helicopter Comes | The Handsome Family | 2:31 | |
| Wouldn't You Believe It - Remastered | Arlo Guthrie | 3:22 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| There Oughta Be a Law Against Sunny Southern California (Jabo I, II, III) | Terry Allen | 4:29 | |
| Rosco | Ramsay Midwood | 2:57 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| What Are They Doing In Heaven Today? | The Deslondes, Sam Doores, Twain | 3:00 | |
| I Drink Beer | Dan Reeder | 2:53 | |
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| Come On Over My House | David Rawlings | 3:42 | |
| Same Blood as Mine | The Deslondes, Riley Downing, Sam Doores | 3:28 | |
| 24-Hour Store | The Handsome Family | 4:52 | |
| Undone in Sorrow | Ola Belle Reed, Bud Reed, John Coffey | 3:20 | |
| These Are a Few of My Favorite Things | Dan Reeder | 2:46 | |
| Hammer Down | Magnolia Electric Co., Jason Molina | 4:05 | |
| Bakersfield | Vic Chesnutt | 2:26 | |
| Duncan And Brady | Woody Pines | 1:55 | |
| Happy in Hindsight | Jonny Fritz | 3:30 | |
| Black Girl (In the Pines) | Lead Belly | 2:09 | |
| Samson And Delilah (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 3:03 | |
| Little Maggie | Barbara Dane | 2:09 | |
| Unrequited to the Nth Degree | Loudon Wainwright III, Kate McGarrigle | 3:15 | |
| If the River Was Whiskey | Charlie Poole | 3:10 | |
| Change Your Ways or Die | The Cactus Blossoms | 3:25 | |
| Lost Highway | The Handsome Family | 2:59 | |
| Screen Door | Uncle Tupelo | 2:42 | |
| Sing Along | Robert Ellis | 4:09 | |
| It Just Dawned on Me | John Doe, The Sadies | 2:33 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Lorene | The Louvin Brothers | 2:03 | |
| What Are Those Things (With Big Black Wings) - 1995 Box Set Version | Roger Miller | 2:10 | |
| Seeds And Stems (Again) | Commander Cody and His Lost Planet Airmen | 3:49 | |
| Wayfaring Pilgrim | Ola Belle Reed | 4:33 | |
| The Ballad Of Minnie Dean | Delaney Davidson, Marlon Williams | 2:48 | |
| Walt Whitman's Niece | Billy Bragg, Wilco | 3:53 | |
| Wheel | Jerry Jeff Walker | 6:04 | |
| Red, Red Rose | The Deep Dark Woods | 2:15 | |
