| First Air of Autumn | Drive-By Truckers | 3:30 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Reason to Believe | Karen Dalton | 2:24 | |
| Dark Eyes | Dawn Landes, Bonnie "Prince" Billy | 4:42 | |
| Simple Twist of Fate | Jeff Tweedy | 3:43 | |
| In the Winter | Malcolm Holcombe, Iris DeMent | 5:32 | |
| What They Say | Chris Smither | 2:46 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Sing the Delta | Iris DeMent | 6:48 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | |
| Fifty Miles of Elbow Room | Iris DeMent | 3:12 | |
| Duncan | Paul Simon | 4:43 | |
| What's So Funny 'Bout Peace, Love and Understanding? | Nick Lowe | 4:03 | |
| Transit | Richard Shindell | 5:43 | |
| If It's Monday Morning | Lee Hazlewood | 4:01 | |
| Blues in D | Kate & Anna McGarrigle | 2:43 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| One Hell Of A Life | Katell Keineg | 3:35 | |
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| Not the Tremblin' Kind | Laura Cantrell | 3:37 | |
| I Know It's Wrong (But That's Alright) | Hurray For The Riff Raff | 2:58 | |
| Dangerous Fun | Jesse Winchester | 2:05 | |
| Is It Like Today | Eliza Gilkyson | 5:49 | |
| L.A. County | Lyle Lovett | 3:19 | |
| Fare Thee Well (Dink's Song) | Oscar Isaac, Marcus Mumford | 3:00 | |
| I Never Shall Forget the Day | Iris DeMent | 2:42 | |
| Gone by the Ol' Sunrise | Malcolm Holcombe, Iris DeMent | 3:00 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Boulder to Birmingham - 2003 Remaster | Emmylou Harris | 3:33 | |
| Trouble Will Soon Be Over | Sinéad O'Connor | 3:18 | |
| I Want to See the Bright Lights Tonight | Dori Freeman | 3:14 | |
| Milk Train | Dawn McCarthy, Bonnie Prince Billy | 2:46 | |
| Graceland | Justin Townes Earle | 3:14 | |
| Moonshiner | Uncle Tupelo | 4:23 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Let the Mystery Be | Iris DeMent | 2:46 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| History of Lovers | Calexico, Iron & Wine | 3:09 | |
| I Pity the Country | Willie Dunn | 2:55 | |
| Let the Mystery Be | Iris DeMent | 2:50 | |
| Little Boxes | Malvina Reynolds | 2:11 | |
| Shake Sugaree | Elizabeth Cotten and Brenda Evans | 5:02 | |
| Wayfarin' Stranger | Tom Russell, Iris DeMent | 1:10 | |
| River Of Love | T Bone Burnett | 3:31 | |
| Troubles | Tara Nevins | 4:03 | |
| Please Be With Me | Cowboy | 3:42 | |
| I Want To See The Bright Lights Tonight | Richard & Linda Thompson | 3:09 | |