| Guardian Angel | Tim O'Brien | 3:57 | ||
| I'd Jump the Mississippi | Caleb Klauder, Reeb Willms | 2:51 | ||
| Tears Only Run One Way | Robbie Fulks | 2:49 | ||
| River Girl | Kelley Mickwee | 4:47 | ||
| The Good Life | Bruce Robison | 2:49 | ||
| Honky Tonks and Taverns | Lillie Mae | 2:19 | ||
| I Can't Let Go (Even Though I Set You Free) | Zephaniah OHora | 3:32 | ||
| If I Left You | Kelly Willis | 3:09 | ||
| Memphis In My Mind | Whitney Rose | 2:53 | ||
| You'll Never Leave Harlan Alive | Red Molly | 4:10 | ||
| In My Cups | Western Centuries | 3:02 | ||
| That Just About Does It | Kristina Murray, Logan Ledger | 3:48 | ||
| Not That Simple | The Honeycutters | 3:24 | ||
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | ||
| Taken All You Wanted | Zoe Muth | 3:25 | ||
| Sadder Day | Western Centuries | 4:30 | ||
| Onto You | Caitlin Canty | 3:30 | ||
| Back Home Again | Old Crow Medicine Show | 4:22 | ||
| Beautiful Texas Sunshine | Doug Sahm | 3:22 | ||
| A Heartache I Can Use | Summer Dean | 3:54 | ||