| My Remembrance of You | Diana Jones | 3:40 | |
| I Don't Know Why | Kieran Kane, Rayna Gellert | 3:09 | |
| Boomtown | Greg Brown | 3:19 | |
| Savannah Blues | Malcolm Holcombe | 3:20 | |
| Leaving Eden | Carolina Chocolate Drops | 4:35 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| Acadian Driftwood | Richard Shindell | 5:34 | |
| Before Gas and TV | Pieta Brown | 3:22 | |
| Do It | Jesse Winchester | 1:27 | |
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| Unforgiven | Bap Kennedy | 3:37 | |
| Midnight Train | David Rawlings | 3:18 | |
| Corinna, Corinna | Leo Kottke | 4:19 | |
| The Poet Game | Greg Brown | 5:32 | |
| Who's Gonna Build That Wall | Chip Taylor, Carrie Rodriguez | 4:18 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| River's Fool | Corinne West, Kelly Joe Phelps | 5:00 | |
| Sparrows and Sparrows | Malcolm Holcombe | 2:48 | |
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| Say Grace | Sam Baker | 4:19 | |
| Fishin' with You | Carsie Blanton | 2:16 | |
| Goin' Home | Malcolm Holcombe | 4:49 | |
| The Wonder of You | Chip Taylor, Carrie Rodriguez | 4:02 | |
| Tonight In My Dreams | David Francey | 2:09 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Driftless | Greg Brown | 3:01 | |
| Scavenger | Lucy Kaplansky | 4:02 | |
| Shy Star | Ray Bonneville | 4:04 | |
| Poor Girl - Rhude | Po' Girl | 3:21 | |
| The Water is Wide | John Gorka | 4:28 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| I've Got Time | Po' Girl | 3:19 | |
| Let's Leave This Town | Chip Taylor, Carrie Rodriguez | 3:23 | |
| True Colors | Caroline Herring | 3:37 | |
| Still Crazy After All these Years | Robert Ellis | 3:51 | |
| Two Little Feet | Greg Brown | 4:50 | |
| Til It's Gone | Po' Girl | 5:14 | |
| Red Dog Tracks | Chip Taylor, Carrie Rodriguez | 4:47 | |
| She's That Kind Of Mystery | Bill Morrissey | 3:29 | |
| Kathy | Po' Girl | 4:17 | |
| Green-Eyed Girl | Ted Hawkins | 3:27 | |
| Farewell Tenderhearts | Birds of Chicago | 4:51 | |
| Baby, Please Don't Go | Bill Morrissey, Greg Brown | 2:06 | |
| Your Long Journey | Robert Plant, Alison Krauss | 3:54 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| Ladder Of Success | Ted Hawkins | 3:26 | |