| Five Hundred Miles | Reb Fountain | 4:13 | |
| (Looking For) The Heart Of Saturday Night | Tom Waits | 3:53 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| A Hard Rain's A-Gonna Fall | Eliza Gilkyson | 6:28 | |
| American Tune | Allen Toussaint | 4:59 | |
| Different Kind Of Gone | Mary Gauthier | 3:41 | |
| Who | Caitlin Canty | 4:36 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Adios to California | John Hiatt | 3:47 | |
| I Love You Too | Gill Landry | 4:15 | |
| Loving You Is The Only Way To Fly | Rodney Crowell | 3:27 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| The Another Day | Da gross | 5:33 | |
| Untethered | Willard Grant Conspiracy | 4:29 | |
| Peace in Our Hearts (feat. Sam Butler) | Eliza Gilkyson, Sam Butler | 3:21 | |
| Halfway Towards a Healing | The Lost Brothers | 3:57 | |
| When I Was Drinking | Hem | 3:44 | |
| Why We Build the Wall | Anaïs Mitchell | 3:35 | |
| Let the Mystery Be | Iris DeMent | 2:50 | |
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| Is It Like Today | Eliza Gilkyson | 5:49 | |
| Madame Geneva's | Chris Smither | 2:50 | |
| Give Me Love | Applewood Road, Amy Speace, Amber Rubarth, Emily Barker | 2:50 | |
| Solitary Man | Tracy Grammer | 3:26 | |
| Ricochet | Pieta Brown | 2:49 | |
| Speed of the Sound of Loneliness | Nanci Griffith | 4:20 | |
| Choose | Mia Dyson | 4:53 | |
| Closer To The Light | Bruce Cockburn | 4:10 | |
| Where Are You Sonny? | The Delines | 3:58 | |
| My Favorite Goodbye | David Olney, Anana Kaye | 4:38 | |
| Here in California | Dave Alvin | 4:35 | |
| Window Grin | Kelly Joe Phelps | 3:53 | |
| Crimson Underground ft. Rodney Crowell | Lera Lynn, Rodney Crowell | 3:08 | |
| Little sparrow | Leyla McCalla | 3:16 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Goin' Home | Malcolm Holcombe | 4:49 | |
| If It Rains | Basia Bulat | 2:33 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Across the Great Divide | Nanci Griffith | 3:57 | |
| Cactus Tree | Hailey Tuck | 4:32 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| Superlover | Birds of Chicago | 3:52 | |
| It's Not You, It's Me | The Little Willies | 2:43 | |
| Tonight Will Be Fine | Teddy Thompson | 3:36 | |
| Dim Star Of The Palisades | Birds of Chicago | 2:58 | |
| Through the Morning, Through the Night | Robert Plant, Alison Krauss | 4:00 | |
| The Maker | Willie Nelson | 5:08 | |
| Mercy Now | Mary Gauthier | 5:50 | |
