| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Got a Lotta Love | The Cactus Blossoms | 3:02 | |
| What of Alicia | Terry Allen | 5:03 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| Passin' Through | Sam Doores, Riley Downing, The Tumbleweeds | 2:46 | |
| Better to My Baby | Whitney Rose | 3:11 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Big Idea | Chris Acker, The Growing Boys | 2:58 | |
| Mayfly | Jeffrey Foucault | 3:34 | |
| Private Thoughts | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Satisfied | Woody Pines | 4:06 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| White Butte Country | Kacy & Clayton | 3:29 | |
| Travelers Paradise | The Cactus Blossoms | 2:58 | |
| Four Years of Chances | Margo Price | 4:33 | |
| You Got to Me | James McMurtry | 5:23 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| Hurt All Over | Emily Nenni | 3:33 | |
| Ern & Zorry's Sneakin' Bitin' Dog | Dori Freeman | 2:10 | |
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| No Name | Sarah Shook & the Disarmers | 3:06 | |
| Sailin' On Through | Terry Allen, The Panhandle Mystery Band | 4:03 | |
| Silver & Gold | Sam Doores, Riley Downing, The Tumbleweeds | 2:22 | |
| Fare Thee Well, Carolina Gals | Robbie Fulks | 6:17 | |
| Deep Breath | Riley Downing | 3:08 | |
| 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 | |
| Last Thing on My Mind | Mapache | 3:22 | |
| Maybelline | Ramsay Midwood | 3:17 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Traveler's Paradise | The Cactus Blossoms | 3:33 | |
| Looking at the World Through a Windshield | Son Volt | 3:08 | |
| Sold My Soul | Cut Worms | 6:11 | |
| Where I'm From | Shelby Lynne | 3:50 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Dusty Boxcar Wall | Eilen Jewell | 2:43 | |
| No Mama Blues | Sam Doores, Riley Downing, The Tumbleweeds | 3:44 | |
| Back When | Melissa Carper | 3:38 | |
| Miller's Cave | The International Submarine Band | 2:48 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| Peace & Happiness | Ted Hawkins | 2:32 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| King Of California | Dave Alvin | 4:50 | |
| Sweet Lucinda | Gibson Brothers | 2:45 | |
| Let The Mermaids Flirt With Me | Logan Ledger | 4:26 | |
| Rye Whiskey | Jesse Colin Young | 4:54 | |
| At The End Of The Rainbow | Sierra Ferrell | 3:40 | |
| Tennessee Time | Valerie June | 3:12 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
