| Black Haired Boy | Shannon McNally | 3:13 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Come Pick Me Up | Amy Speace | 3:52 | |
| Life is Fine | Tom Rush | 3:39 | |
| Maiden Voyage | Caroline Herring | 3:41 | |
| When You Walk On | Eliza Gilkyson | 3:19 | |
| Boomtown | Greg Brown | 3:19 | |
| Lolita | Robyn Ludwick, Eliza Gilkyson | 3:51 | |
| When the Nights Are Cold | Joe Ely | 2:53 | |
| Every Time You Leave | Shelby Lynne, Allison Moorer | 2:23 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Highway | Eliza Gilkyson | 3:21 | |
| Chip of a Star | Chatham County Line | 4:30 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Watching the Moon | Dream Sweet Dreams, Eliza Gilkyson | 3:16 | |
| Iām In Asheville | John Hiatt, Jerry Douglas | 3:26 | |
| My Remembrance of You | Diana Jones | 3:40 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| If I Needed You | Carrie Rodriguez | 4:16 | |
| Independence Day - Acoustic Version | Gretchen Peters | 4:41 | |
| Long Slow Drive | Adler & Hearne, Eliza Gilkyson | 3:37 | |
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| Louise - 2008 Remaster | Bonnie Raitt | 2:45 | |
| Mr Bones | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Since You Went Away | Kris Delmhorst | 3:06 | |
| Spring Wind | Greg Brown | 4:34 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Canola Fields | James McMurtry | 4:49 | |
| Winsome Smile | Chris Smither | 3:34 | |
| In Chicago | Amy Speace | 3:42 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| Never Die Young | Lori McKenna | 4:42 | |
| Morningside | John Gorka | 3:46 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| The Meaning of My Love | Darryl Purpose, Eliza Gilkyson | 3:57 | |
| Beauty Way | Eliza Gilkyson | 3:02 | |
| This I'd Do (Live) | Greg Trooper | 3:42 | |
| Fishing in the Morning | Dar Williams | 2:38 | |
| The Hanging | Grant Peeples, Eliza Gilkyson | 4:12 | |
| Arrow | Cheryl Wheeler | 4:20 | |
| Birches | Bill Morrissey | 3:22 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| I Know | Kim Richey | 3:13 | |
| Let Me Touch You For Awhile | Alison Krauss & Union Station | 3:21 | |
| Shades Of Gray | Cry Cry Cry | 5:05 | |
| I'm Alright | Kim Richey | 4:01 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| So Long, So Wrong | Alison Krauss & Union Station | 3:23 | |