| Who Knows | Kieran Kane, Rayna Gellert | 3:48 | |
| Map of My Heart | Mary Chapin Carpenter | 2:57 | |
| Hardly Speaking a Word | Lori McKenna | 4:53 | |
| Life is Fine | Tom Rush | 3:39 | |
| A Thousand Lovers | Lynn Miles | 3:34 | |
| 2 Dollar Shoes | Rosie Thomas | 3:10 | |
| Boundary County | Eilen Jewell | 3:45 | |
| Slip Of The Tongue | Mary Gauthier | 3:42 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Jerusalem Tomorrow | David Olney | 5:09 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| Santa Fe | Eilen Jewell | 4:32 | |
| I Like Ridin' | Chip Taylor | 2:06 | |
| Uphill | Lori McKenna | 3:01 | |
| Applewood Road | Applewood Road | 2:24 | |
| My Old Friend the Blues | Ricky Koole, Ocobar | 3:15 | |
| I'd Like To Know | Meg Hutchinson | 4:07 | |
| Broken White Line | Kris Delmhorst | 3:24 | |
| Something Tamed Something Wild | Mary Chapin Carpenter | 3:46 | |
| Venezuela | Dayna Kurtz | 4:55 | |
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| What They Say | Chris Smither | 2:46 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| In the Bend of the Cumberland (feat. Mary Gauthier) | Sara Trunzo, Mary Gauthier | 3:57 | |
| I Dreamed I Saw St. Augustine | Thea Gilmore | 4:45 | |
| What Are They Doing In Heaven Today | The Be Good Tanyas | 4:28 | |
| Different Kind Of Gone | Mary Gauthier | 3:41 | |
| Rhythm of the Blues | Mary Chapin Carpenter | 3:59 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Once Again, One Day...Will You Be Mine | Chip Taylor, Carrie Rodriguez | 5:35 | |
| I Know | John Gorka | 2:35 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| We've Still Got Time | Greg Trooper | 3:56 | |
| This Morning I Am Born Again | Lucy Kaplansky | 3:06 | |
| If I Had a Gun | Diana Jones | 3:41 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Bright Side of Down | John Gorka | 3:36 | |
| Catch the Wind | Kimmie Rhodes | 3:14 | |
| Light Of The Burning Sun | John Hiatt, Jerry Douglas | 4:38 | |
| 15 Highway Lines | Courtney Marie Andrews | 4:22 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| Summer Song | Caroline Herring | 4:19 | |
| Old #7 | Shelby Lynne | 3:34 | |
| Kathy’s Song - Live | Sarah Jarosz | 3:29 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Alright Alright | Birds of Chicago | 4:02 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Mercy Now | Mary Gauthier | 5:50 | |
| River Of Love | T Bone Burnett | 3:31 | |