| What You Gonna Do Leroy | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:45 | |
| Hobo's Lullaby | Arlo Guthrie | 3:57 | |
| Right Where I Belong | The Flatlanders | 4:06 | |
| 4&20 Blues | Jeffrey Foucault | 2:58 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Lincoln Town | John Hiatt | 4:03 | |
| Bring It with You When You Come (feat. Levon Helm) | David Bromberg, Levon Helm | 3:38 | |
| After the Storm | The Flatlanders | 3:52 | |
| HoBo | Charlie Parr | 4:05 | |
| 10,000 Beer Cans | Bow Thayer, Levon Helm | 4:34 | |
| When I Go Away | Mavis Staples, Levon Helm | 5:16 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| To Be Young (Is To Be Sad, Is To Be High) | Dave Rawlings Machine | 3:48 | |
| Yup | David Rawlings | 4:33 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Borderless Love | The Flatlanders | 3:16 | |
| Whiskey Bottle | Uncle Tupelo | 4:46 | |
| Back on the Corner | John Hiatt | 3:52 | |
| Ourselves to Know | Warren Zevon | 3:17 | |
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| Storms (OurVinyl Sessions) | Railroad Earth, OurVinyl | 6:16 | |
| Missin' You | Little Feat | 2:21 | |
| 12 Bar Blues | Aaron Lee Tasjan | 5:04 | |
| Tonight I'll Be Staying Here with You | Pete Pidgeon & Arcoda, Levon Helm | 3:05 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| East Indian Princess | Loudon Wainwright III | 2:56 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Devilsong | Shinyribs | 4:33 | |
| Farther Along | Mavis Staples, Levon Helm | 4:22 | |
| More Pretty Girls Than One | Doc & Merle Watson | 2:52 | |
| Story of You | The Flatlanders | 2:00 | |
| Screen Door | Uncle Tupelo | 2:42 | |
| Samson And Delilah (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 3:03 | |
| If I Just Knew What to Say - Remastered | Amazing Rhythm Aces | 2:05 | |
| My Old Drunk Friend | Freakwater | 3:33 | |
| Anytime | Arlo Guthrie | 1:50 | |
| Take Me to Lake Charles | Shinyribs | 3:16 | |
| Gone | John Hiatt | 2:57 | |
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | |
| Golden Bird | Levon Helm | 5:11 | |
| The Road Goes On Forever | Joe Ely | 4:33 | |
| Four In The Morning | Jesse Colin Young | 3:25 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| The Ballad Of Carol Lynn | Whiskeytown | 3:04 | |
| This Morning I Am Born Again | Slaid Cleaves | 3:56 | |
| 16 Days | Whiskeytown | 3:54 | |
| No Place Like The Right Time | Donna The Buffalo | 4:22 | |
| Feed My Monkey | Ramsay Midwood | 3:18 | |
