| Long Black Veil | Caroline Herring | 3:14 | |
| Wayfaring Stranger | Traditional, Tift Merritt | 3:38 | |
| Big Sur | Jay Farrar, Benjamin Gibbard | 3:24 | |
| Acadian Driftwood | Richard Shindell | 5:34 | |
| One More Night In Brooklyn | Justin Townes Earle | 3:04 | |
| Hiway 9 | Eliza Gilkyson | 4:17 | |
| The Gig That Matters | Amy Ray, Phil Cook, Brad Cook, Heather McEntire, Justin Vernon | 3:41 | |
| Red Dress | Israel Nash | 4:07 | |
| Impossible | Sara Watkins | 3:54 | |
| Tell Me Anything (Turn to Gold) | Chuck Prophet | 3:22 | |
| Spring | Tift Merritt | 4:21 | |
| Yonder Come The Blues | Jakob Dylan | 4:01 | |
| Something Less Than Something More | Caitlin Cary, Thad Cockrell | 5:08 | |
| Wildwood | Chatham County Line | 3:06 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Bitter End | The Jayhawks | 4:17 | |
| Banshee Moan | Shannon McNally | 4:01 | |
| She - 2007 Remastered Version | Pretenders & Emmylou Harris | 4:49 | |
| The Running Kind | Zoe Muth | 3:07 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
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| Disappear | Patterson Hood | 3:19 | |
| Letter in Hand | Pieta Brown | 3:53 | |
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| A Summer Wind, A Cotton Dress | Richard Shindell | 3:55 | |
| My Boat | Tift Merritt | 4:13 | |
| Fireflies | Caroline Herring | 2:43 | |
| White Gardenias | Justin Townes Earle | 2:38 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Somebody’s Daughter | Lilly Hiatt | 3:18 | |
| Only Always | Nicki Bluhm and the Gramblers | 3:19 | |
| Everybody's Hurting | Jakob Dylan | 3:40 | |
| I Can See Clearly Now | Johnny Nash, Simone Dinnerstein, Tift Merritt | 3:23 | |
| Car Outside | Jimmy LaFave | 4:28 | |
| There's a Whole Lotta Heaven | Iris DeMent | 3:35 | |
| Dancin' Ricky | Drive-By Truckers | 3:26 | |
| Wreck You | Lori McKenna | 3:18 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| Fourth of July, Asbury Park (Sandy) | Richard Shindell | 6:35 | |
| Two Angels | The Jayhawks | 4:09 | |
| Just My Luck | Kim Richey | 3:22 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| Memphis | Cry Cry Cry | 4:55 | |
| Remember Me This Way | Steve Martin, Edie Brickell | 3:30 | |
| I've Got A Feeling | The Secret Sisters | 2:24 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| Where I Am Now | Shelby Lynne | 3:40 | |
| Good Hearted Man | Tift Merritt | 3:39 | |