| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| Howlin' Down the Cumberland | John Hiatt | 3:45 | |
| Jackson | Gillian Welch, David Rawlings | 3:32 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Angel from Montgomery | Bonnie Raitt | 4:11 | |
| Carmelita | Warren Zevon | 3:34 | |
| Shame on the Moon | Rodney Crowell | 4:40 | |
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | |
| Big River | Darrell Scott | 3:26 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Pass You By - Alternate Version | Gillian Welch | 3:55 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| The Most Unoriginal Sin | John Hiatt & The Goners | 4:15 | |
| Pinball Song | Slobberbone | 4:36 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| (If You Need The) 442 | Shinyribs | 3:19 | |
| One Red Rose | Iris DeMent | 3:07 | |
| Leaving Time | Patterson Hood | 3:31 | |
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| Mountain Girl | Blue Mountain | 4:05 | |
| I'm Not From Here | James McMurtry | 4:10 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Wild Things | Gurf Morlix | 2:57 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Pocatello | James McMurtry | 3:01 | |
| Salome | Old 97's | 4:07 | |
| Bad Time To Be An Outlaw | The Bottle Rockets | 3:13 | |
| Pill Bug Blues | The Gourds | 3:59 | |
| I Still Sing the Old Songs | David Allan Coe | 3:41 | |
| Atomic Power | Uncle Tupelo | 1:52 | |
| Crazy Wind | James McMurtry | 4:09 | |
| Long I Ride | Robbie Fulks | 3:19 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Barroom Girls | Gillian Welch | 4:13 | |
| Just Us Kids | James McMurtry | 5:08 | |
| Excuse Me While I Break My Own Heart Tonight - Strangers Almanac Album Version | Whiskeytown | 3:14 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| Honey I Been Thinking About You | Jackie Greene | 4:45 | |
| The Road Goes On Forever | Joe Ely | 4:33 | |
| Gulf Road | James McMurtry | 4:31 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| She Never Spoke Spanish To Me - 2022 Remaster | Joe Ely | 3:33 | |
| Ethylene | John Hiatt | 4:03 | |
| Boxcars - 2022 Remaster | Joe Ely | 3:59 | |
| Crocodile Man | Chris Smither | 3:33 | |
| Set Me Down On A Cloud | Lukas Nelson and Promise of the Real, Lucius | 7:16 | |