| History of Lovers | Calexico, Iron & Wine | 3:09 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Wrecking Ball - Live | Old Crow Medicine Show, Gillian Welch, David Rawlings | 5:32 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Misguided Angel | Cowboy Junkies | 4:52 | |
| Astral Weeks - 1999 Remaster | Van Morrison | 7:06 | |
| Magnolia Tree | Truckstop Honeymoon | 3:47 | |
| Midnight Train | David Rawlings | 3:18 | |
| Hard On You | Daniel Romano | 3:27 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| She - 2002 Remaster | Gram Parsons | 5:01 | |
| Pancho & Lefty | Jason Isbell, Elizabeth Cook | 4:53 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| The Way It Goes | Gillian Welch | 4:01 | |
| So Good | Peter Rowan Bluegrass Band, Gillian Welch, Dave Rawlings | 2:46 | |
| The River St. Johns | Jake Xerxes Fussell | 3:38 | |
| Outfit | Drive-By Truckers | 4:06 | |
| Grave Angels | Joe Henry | 5:31 | |
| Waltz About Whiskey | Watchhouse | 3:46 | |
| (Looking For) The Heart Of Saturday Night | Tom Waits | 3:53 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
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| Me & Jiggs | Josh Ritter | 3:04 | |
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | |
| Willin' | Little Feat | 2:54 | |
| Million Dollar Bill | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:03 | |
| It Must Be Someone Else’s Fault | Courtney Marie Andrews | 3:18 | |
| The Mother | Brandi Carlile | 3:16 | |
| Didn't I | Gillian Welch | 2:58 | |
| A Certain Kind Of Memory | Kacy & Clayton | 4:44 | |
| All The Money I Had Is Gone | The Deep Dark Woods | 4:08 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Dreamsicle | Jason Isbell and the 400 Unit | 3:44 | |
| Hymn #35 | Joe Pug | 3:11 | |
| Have You Ever Seen Peaches Growing On A Sweet Potato Vine? | Jake Xerxes Fussell | 6:09 | |
| May Your Kindness Remain | Courtney Marie Andrews | 3:54 | |
| I Knew I Could Fly | Our Native Daughters, Leyla McCalla, Allison Russell | 3:41 | |
| Got a Lotta Love | The Cactus Blossoms | 3:02 | |
| Love Me Tenderly | The Felice Brothers | 3:40 | |
| Doin' What I Did | THe BAcksliders, Rhonda Vincent, Gillian Welch, Sara Evans, Bonnie Bramlett, The Blazers, Pete Drodge | 3:26 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| The West Was Burning | Martha Scanlan | 4:59 | |
| Heart In A Cage | Chris Thile | 4:23 | |
| Valley Of Tears | Solomon Burke, Gillian Welch | 4:28 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| Hey Me, Hey Mama | Sierra Ferrell | 3:30 | |
| Don't Let Me Down | Dillard & Clark | 3:52 | |
| A Feather's Not A Bird | Rosanne Cash | 3:18 | |
| This Must Be The Place | Iron & Wine, Ben Bridwell | 3:32 | |
