| Oh Babe It Ain't No Lie | Gillian Welch, David Rawlings | 4:24 | |
| Gulfport You’ve Been on My Mind | Hiss Golden Messenger | 4:42 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Bull Riders & Songwriters | Willy Tea Taylor | 5:15 | |
| Houston, TX | Deer Tick | 3:44 | |
| Love Will Only Break Your Heart | The David Mayfield Parade | 2:53 | |
| Stolen Hearts | Blitzen Trapper | 2:44 | |
| Off This Mountaintop | Ian Noe | 3:32 | |
| Red Rose Nantahala | Hiss Golden Messenger | 4:05 | |
| Cherokee St | Son Volt | 2:59 | |
| Sun's Work Undone | Hackensaw Boys | 3:23 | |
| Pill Bug Blues | The Gourds | 3:59 | |
| Lafayette | Anders Osborne | 3:58 | |
| Poor Blind Birds | The Felice Brothers | 5:47 | |
| Roll Julia | The Deep Dark Woods | 3:03 | |
| Train to Jackson | Jeffrey Foucault | 4:17 | |
| Opening Band | Blank Range | 3:35 | |
| Smith Hill 2018 | Deer Tick | 3:21 | |
| Pick Up The Tempo | Phosphorescent | 3:17 | |
| Evening | Israel Nash | 4:03 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
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| Baby Won't You Turn Me On | Blitzen Trapper | 3:02 | |
| Where The Road Begins And Ends | Aaron Lee Tasjan | 4:40 | |
| Angeline | James McMurtry | 4:04 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Shelter And Storm (feat. David Rawlings) | Sunny War, David Rawlings | 2:40 | |
| Battlechain Rose | Nicki Bluhm | 3:40 | |
| Leaving Time | Patterson Hood | 3:31 | |
| The Rebellious Sons | Ray Wylie Hubbard | 4:53 | |
| Hard On You | Daniel Romano | 3:27 | |
| My Love (The Storm) | Amanda Shires | 3:37 | |
| It's Too Easy | Dave Rawlings Machine | 3:08 | |
| Señor | Gillian Welch, David Rawlings | 5:27 | |
| A New Love (Can Be Found) | Daniel Romano | 3:33 | |
| Golden | Dead Man Winter | 3:00 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Johnny Cash | Fred Eaglesmith | 3:20 | |
| Long Gone | Blaze Foley | 5:22 | |
| C'mon Utah! | Shovels & Rope | 3:46 | |
| When A Cowboy Trades His Spurs For Wings | Gillian Welch, David Rawlings | 3:03 | |
| War on the Radio | Jeffrey Foucault | 3:27 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| Money Is The Meat In The Coconut | David Rawlings | 2:23 | |
| Cave Man | Chris Smither | 5:23 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Somebody Pick Up My Pieces | Willie Nelson | 4:39 | |
| Heaven's Toll | Ramsay Midwood | 3:02 | |
| Red, Red Rose | The Deep Dark Woods | 2:15 | |
