| Black Jack Davey | Hurray For The Riff Raff | 3:11 | |
| My Love Will Follow You | Richard Shindell | 4:13 | |
| River's Fool | Corinne West, Kelly Joe Phelps | 5:00 | |
| Time Has Told Me | Joan Shelley | 3:50 | |
| A Hold On Me | Diana Jones | 4:20 | |
| Terms of My Surrender | John Hiatt | 3:29 | |
| After the Storm | The Flatlanders | 3:52 | |
| Lighthouse Light | Redbird | 3:02 | |
| Further In | Greg Brown | 4:11 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Just By Myself | Greg Brown | 4:45 | |
| Red & White & Blue & Gold | Aoife O'Donovan | 3:20 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Closing Time | Pieta Brown | 3:08 | |
| Blue Car | Greg Brown | 4:11 | |
| Patience | Redbird | 3:18 | |
| Acadian Driftwood | Richard Shindell | 5:34 | |
| I Never | Caitlin Canty | 3:19 | |
| Lost Birds | Chip Taylor | 2:21 | |
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| Pretty World | Sam Baker | 3:01 | |
| Waiting On You | Greg Brown | 4:31 | |
| Willin' | Richard Shindell | 3:15 | |
| Quite a Feelin' | Barna Howard | 4:09 | |
| Farewell to Fiddler's Rim | Dave Carter, Tracy Grammer | 2:12 | |
| Nearly Midnight | David Francey | 3:53 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| If I Need You | Karl Blau | 3:54 | |
| Wondering How | Pieta Brown | 3:06 | |
| Iām In Asheville | John Hiatt, Jerry Douglas | 3:26 | |
| I Knew I Could Fly | Our Native Daughters, Leyla McCalla, Allison Russell | 3:41 | |
| Tennessee Whiskey | Harry Dean Stanton | 2:19 | |
| The Circle Game - 2008 Remaster | Tom Rush | 5:17 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| A Love Song for Bobby Long | Grayson Capps | 4:53 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Midnight on the Water | Caroline Herring | 4:04 | |
| Ariel Ramirez | Richard Buckner | 2:17 | |
| All The Right Reasons | The Jayhawks | 3:24 | |
| Pale Moon | Shannon McNally | 5:12 | |
| That's What Makes You Strong | Jesse Winchester | 3:10 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| Biloxi | Ted Hawkins | 4:41 | |
| Dimming Of The Day / Dargai - Edit | Richard & Linda Thompson | 3:48 | |
| The West Was Burning | Martha Scanlan | 4:59 | |