| Great Tide | Phil Cook | 5:19 | ||
| Look at Miss Ohio | Gillian Welch | 4:14 | ||
| Dallas | The Flatlanders | 3:01 | ||
| C'mon Utah! | Shovels & Rope | 3:46 | ||
| Dancing on the Wing | The Felice Brothers | 4:28 | ||
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | ||
| Lost In The Backyard | James McMurtry | 4:11 | ||
| Wonderful Life | The Felice Brothers | 4:02 | ||
| The Swimming Song | Loudon Wainwright III | 2:27 | ||
| Cold Canary Gaslight | Marty O'Reilly & the Old Soul Orchestra | 4:42 | ||
| Birmingham | Shovels & Rope | 4:00 | ||
| Stadium Inn | Jonny Fritz | 2:44 | ||
| Portland | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 5:05 | ||
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | ||
| Weary Blues From Waiting | Darrell Scott, Tim O'Brien | 3:18 | ||
| Old Shoes | Tom Waits | 4:25 | ||
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | ||
| Knowing That You're Mine | Daniel Romano | 3:36 | ||
| Delia | Charlie Parr | 6:01 | ||
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | ||
| Mr. Bojangles | Jerry Jeff Walker | 5:28 | ||
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| Gospel Shoes | Watchhouse | 4:05 | ||
| Delta Momma Blues | Hurray For The Riff Raff | 3:48 | ||
| She Was The World To Me | Daniel Romano | 4:55 | ||
| Just Like Today | Charlie Parr | 5:58 | ||
| The Way It Dimmed | Amanda Shires | 2:11 | ||
| End of the Line | Hurray For The Riff Raff | 3:38 | ||
| Rachel's Song | James McMurtry | 4:39 | ||
| Jericho | John Fullbright | 6:34 | ||
| The Asp and the Albatross | Freakwater | 3:10 | ||
| If I Could Only Fly | Blaze Foley | 4:04 | ||
| 1922 | Phil Cook | 3:01 | ||
| Watch Me Fall | Uncle Tupelo | 2:12 | ||
| Golden Embers | Watchhouse | 4:45 | ||
| Lazy Third Eye | Willy Tea Taylor, The River Arkansas | 4:06 | ||
| Quite a Feelin' | Barna Howard | 4:09 | ||
| The Storm | Son Volt | 2:38 | ||
| Alabama Shamrock | Hackensaw Boys | 5:05 | ||
| Let the Mystery Be | Iris DeMent | 2:50 | ||
| Me and My Uncle | The Lone Bellow | 3:04 | ||
| My Sweet Annette | Drive-By Truckers | 3:51 | ||
| Traveling Alone | Tift Merritt | 4:44 | ||
| Honey I Been Thinking About You | Jackie Greene | 4:45 | ||
| Jacksonville Skyline | Whiskeytown | 3:00 | ||
| Pearls On A String | Ryan Adams | 2:23 | ||
| Colorado | The Flying Burrito Brothers | 4:52 | ||
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | ||
| Down On The Bottom | The New Basement Tapes | 4:28 | ||
| Church St. Blues | Norman Blake | 2:55 | ||
