| Red Dress | Israel Nash | 4:07 | |
| What Do You Do When You're Lonesome | Justin Townes Earle | 3:32 | |
| Cozmina | Otis Gibbs | 4:18 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Whiskey Bottle | Uncle Tupelo | 4:46 | |
| Boxcar | Shovels & Rope | 4:41 | |
| Crashin' & Burnin' | Fred Eaglesmith | 3:44 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Wonderful Life | The Felice Brothers | 4:02 | |
| The Running Kind | Zoe Muth | 3:07 | |
| City Lights | American Aquarium | 3:49 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| White Gardenias | Justin Townes Earle | 2:38 | |
| Willie Got There First (feat. Seth Avett & Scott Avett) | Asleep At The Wheel, Scott Avett, Seth Avett | 5:24 | |
| Cherry Red Wine | Max Gomez | 3:51 | |
| Tennessee Song | Margo Price | 4:40 | |
| Irene | Ian Noe | 3:53 | |
| Stars | Fred Eaglesmith | 3:16 | |
| Latchkey Kid | John Moreland | 4:20 | |
| Six Years Come September | American Aquarium | 3:51 | |
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| Two Girls | The Gourds | 3:35 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Virgin Guitar | John Craigie | 3:47 | |
| All Kinds Of People | Lilly Hiatt | 2:39 | |
| Hanging On To You | Jay Farrar | 2:51 | |
| Annie | Yarn | 4:05 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| Devil's Got My Woman | Andrew Combs | 2:35 | |
| Pale Fire | Amanda Shires | 3:16 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Slate | Uncle Tupelo | 3:24 | |
| Steal Your Heart Away | Watkins Family Hour, Sara Watkins, Sean Watkins | 2:45 | |
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| 18 Wheels | Fred Eaglesmith | 5:01 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Love Will Only Break Your Heart | The David Mayfield Parade | 2:53 | |
| Rhapsody | Alejandro Escovedo | 4:04 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Again | Trampled by Turtles | 3:15 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Fourth Of July | Dave Alvin | 4:35 | |
| Bramble Rose | Tift Merritt | 4:30 | |
| Tampa To Tulsa | The Jayhawks | 4:01 | |
| Hotel Amarillo | Caroline Spence | 4:00 | |