| What Do We Do Now | John Hiatt | 2:58 | |
| The Thirty-third of August | Mickey Newbury | 5:42 | |
| I'm Proud of You (For Loving Me) | Forest Sun | 3:07 | |
| Bryson City | Tomi Lunsford | 3:34 | |
| Adios to California | John Hiatt | 3:47 | |
| We Pave the Way | Orkesta Mendoza, Carrie Rodriguez | 3:37 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| I Like Ridin' | Chip Taylor | 2:06 | |
| Blue Is My Heart | Holly Williams | 2:42 | |
| It's All Over Now, Baby Blue | The Seldom Scene | 3:20 | |
| I'll Say When | Ags Connolly | 3:31 | |
| I Need a Wall | Chip Taylor, Carrie Rodriguez | 4:32 | |
| Come Pick Me Up | Amy Speace | 3:52 | |
| Willow Tree | Diana Jones | 2:53 | |
| Middle of Nowhere | Zoe Muth | 4:18 | |
| Arroyo Seco | John Gorka | 4:24 | |
| Rocks into Sand | Bill Kirchen | 3:26 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Other Side of the Moon | Chip Taylor | 3:59 | |
| Forgotten Coast | James McMurtry | 3:34 | |
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| I Been a Train | Ray Bonneville | 2:37 | |
| Dream Café | Greg Brown | 5:57 | |
| The Red Flags You Were Waving | Brennen Leigh | 3:07 | |
| Out of the Snow - Remastered | Amazing Rhythm Aces | 3:37 | |
| Him Who Saved Me | Chip Taylor, Carrie Rodriguez | 4:36 | |
| Dreamer | Orkesta Mendoza, Carrie Rodriguez | 3:50 | |
| Peace in Our Hearts | Eliza Gilkyson | 3:56 | |
| Sabine River | Ray Bonneville | 4:46 | |
| I Still Cry About John Prine | Bryant Tench | 2:33 | |
| I Don't Know That Guy | Greg Brown | 4:49 | |
| I've Just Seen a Face | Tami Neilson | 2:31 | |
| Down in the Milltown | John Gorka | 3:57 | |
| Ordinary Sunrise | Jay Linden | 3:18 | |
| Where Is My Home | Forest Sun | 4:05 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Blue Coffee | Mickey Jupp | 2:36 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| Buffalo Gals Redux | Eliza Gilkyson | 2:39 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Two Girls | Townes Van Zandt, Doug Sahm | 3:46 | |
| My Heart Skips A Beat | The Secret Sisters | 2:23 | |
| Absence | Carrie Rodriguez | 3:55 | |
| I Can't Get You Off Of My Mind | Bob Dylan | 2:55 | |
| Different Rivers | Chris Hillman | 3:10 | |
| Every River | Kim Richey | 3:59 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | |