| Moonlight In Vermont | Willie Nelson | 3:23 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| Come A Long Way | Loudon Wainwright III | 2:46 | |
| I Was Drunk | Alejandro Escovedo | 4:53 | |
| Our Town | Iris DeMent | 5:00 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| The Oil Rigs at Night | The Delines | 4:23 | |
| To Beat the Devil | Kris Kristofferson | 4:41 | |
| Thunderbird | John Hiatt | 4:04 | |
| Our Song | Willie Nelson | 3:51 | |
| Powderfinger | Cowboy Junkies | 5:45 | |
| Got a Lotta Love | The Cactus Blossoms | 3:02 | |
| Reminds Me of You - Remastered | Van Morrison | 5:42 | |
| Irish Girl | Mike Campbell & The Dirty Knobs | 4:25 | |
| Shiver Me Timbers | Tom Waits | 4:26 | |
| I Misunderstood | Richard Thompson | 3:57 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Cowgirl in the Sand | The Byrds | 3:20 | |
| My Winding Wheel | Ryan Adams | 3:12 | |
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| Tell Me Anything (Turn to Gold) | Chuck Prophet | 3:22 | |
| Angel Dream (No. 2) | Tom Petty and the Heartbreakers | 2:28 | |
| Drinking With A Friend | Doug Paisley | 4:18 | |
| Biloxi | Hiss Golden Messenger | 2:51 | |
| Never Been a Captain | The Barr Brothers | 4:41 | |
| Hey Tomorrow | Jim Croce | 2:46 | |
| Devil May Care | Son Volt | 2:58 | |
| Sun Comes Up, It's Tuesday Morning | Cowboy Junkies | 3:56 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Willin' | Little Feat | 2:54 | |
| Big Sky Country | Chris Whitley | 4:45 | |
| Anniversary Song | Cowboy Junkies | 3:10 | |
| Ghost Repeater | Jeffrey Foucault | 5:10 | |
| True Love Travels on a Gravel Road | Nick Lowe | 3:36 | |
| Willin' | Linda Ronstadt | 3:02 | |
| Persuasion | Richard Thompson, Teddy Thompson | 4:38 | |
| The Maker | Willie Nelson | 5:08 | |
| Somebody Pick Up My Pieces | Willie Nelson | 4:39 | |
| Turn Off The News (Build A Garden) - Acoustic | Lukas Nelson and Promise of the Real | 3:01 | |
| I've Just Destroyed The World | Willie Nelson | 2:52 | |
| I'm Still Loving You | Blackie & The Rodeo Kings | 4:27 | |
| (Ghost) Riders In The Sky - Live | Johnny Cash, Willie Nelson | 6:13 | |
| Guadalupe | Tom Russell | 6:04 | |
| The River Knows Your Name | John Hiatt | 4:25 | |
| 8 Gods Of Harlem | Rosanne Cash, Elvis Costello, Kris Kristofferson | 3:54 | |
| Songbird | Willie Nelson | 2:39 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| To Be Without You | Ryan Adams | 3:21 | |