| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Lights of Cheyenne | James McMurtry | 6:40 | |
| Sweet Dark-Haired Man | Joan Shelley | 3:08 | |
| James Alley Blues | Willie Watson | 4:06 | |
| First Time in Years | Erik Koskinen | 3:52 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| How Many Women | Lydia Loveless | 3:44 | |
| Sure to Fall | Valerie June | 2:51 | |
| Lonesome as It Gets | Ian Noe | 2:38 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| A Fine Colour | Kassi Valazza | 5:14 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| Trouble Me Anytime | Mary Bragg | 3:43 | |
| Wrong Way Round | Rachel Baiman | 3:53 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Half a Heart Keychain | Riddy Arman | 3:20 | |
| To Ramona | Courtney Marie Andrews | 3:37 | |
| Strange Country | Kacy & Clayton | 3:32 | |
| Dogs in the Daylight | Jeffrey Martin | 5:17 | |
| Out on the Rise | The Deslondes | 5:11 | |
| Long Game | Emily Nenni | 3:00 | |
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| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| You Don't Scare Me | Whitney Rose | 4:10 | |
| Desert Dove | Michaela Anne | 4:41 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| What Are They Doing In Heaven Today? | The Deslondes, Twain | 3:00 | |
| Old Maid's Draw | Riddy Arman | 3:13 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Wondering How | Pieta Brown | 3:06 | |
| Walk Away (feat. Logan Ledger) | Dori Freeman, Logan Ledger | 2:52 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| 12 Bar Blues | Aaron Lee Tasjan | 5:04 | |
| Double or Nothing | Western Centuries | 4:03 | |
| Tides | Gold Child | 3:40 | |
| Canola Fields | James McMurtry | 4:49 | |
| North | Blackie & The Rodeo Kings | 3:20 | |
| Only She Knows | Frankie Lee | 4:04 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Cowboy | Joshua Ray Walker | 3:03 | |
| Put The Fire Out | Courtney Marie Andrews | 3:39 | |
| It's All Over Now, Baby Blue | The Seldom Scene | 3:20 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Evening Country | Tyler Ramsey | 3:42 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| Overland | I'm With Her, Sara Watkins, Sarah Jarosz, Aoife O'Donovan | 3:25 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Heart of Somebody | Caroline Spence | 3:32 | |