| Montana | Pierce Edens | 5:09 | ||
| Minnesota Moon | The Big Wu | 4:00 | ||
| Dawn | Fruition | 3:16 | ||
| Burn Them | Greensky Bluegrass | 3:21 | ||
| Old Friend | Jonathan Tyler | 4:25 | ||
| The Twenty Dollar Bill | Chicago Farmer | 5:36 | ||
| Young When I Left Home | The Good Luck Thrift Store Outfit | 4:28 | ||
| I'm Over You | The Silos | 4:58 | ||
| Old Enough (feat. Ricky Scaggs and Ashley Monroe) | The Raconteurs, Ricky Scaggs, Ashley Monroe | 5:45 | ||
| Mountains | Kind Country | 4:22 | ||
| Arm's Length Away | Izaak Opatz | 3:30 | ||
| Longest Night | Gasoline Lollipops | 3:54 | ||
| Kids | The HillBenders | 4:40 | ||
| Trouble Won't Last Always | Glossary | 4:03 | ||
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | ||
| Apparitions | Backyard Tire Fire | 3:34 | ||
| Leaving Louisiana in the Broad Daylight | Shovels & Rope | 3:33 | ||
| Hands Up | Parker Millsap | 2:41 | ||
| On Tuesdays | the 4onthefloor | 2:22 | ||
| Manhattan Island Serenade | Vincent Neil Emerson | 2:41 | ||
| Champaign, Illinois | Old 97's | 3:25 | ||
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| Colorado Hipster Beard | Wood Belly | 4:03 | ||
| Could Be Worse | Arkansauce | 3:07 | ||
| Downtime | Backyard Tire Fire | 3:32 | ||
| Miss September | Greensky Bluegrass | 4:00 | ||
| Vanlife | Willi Carlisle | 4:46 | ||
| The Very Best | The Good Luck Thrift Store Outfit | 2:50 | ||
| Burdens | The Yawpers | 3:20 | ||
| Bad Luck Charm | Old 97's | 3:33 | ||
| House of Cards | Backyard Tire Fire | 6:26 | ||
| Little Sadie | The Dead Tongues | 3:34 | ||
| Time or Tears | Laney Lou and the Bird Dogs | 3:37 | ||
| Indiana Line | Chicago Farmer | 3:51 | ||
| Thieves | Liz Cooper, The Stampede | 4:04 | ||
| The Broken Hearted | Fruition | 4:17 | ||
| The Wrong Hand | Backyard Tire Fire | 3:20 | ||
| Rachel's Song | James McMurtry | 4:39 | ||
| Kristine | Joe Purdy | 3:54 | ||
| Shake the Chandelier | The Gourds | 4:21 | ||
| Katie | Fred Eaglesmith | 3:42 | ||
| Everything I Like | The Suitcase Junket | 3:39 | ||
| Vagabonds and Hooligans | Backyard Tire Fire | 3:47 | ||
| Little Silver Heart | Lucero | 4:15 | ||
| Diggin' What You Do | Backyard Tire Fire | 3:19 | ||
| I’ve Been Failing | Nathaniel Rateliff & The Night Sweats | 3:00 | ||
| Positive Friction | Donna The Buffalo | 4:06 | ||
| Honey I Been Thinking About You | Jackie Greene | 4:45 | ||
| Movin' On | Donna The Buffalo | 2:54 | ||
| Parlor | Nathaniel Rateliff & The Night Sweats | 2:42 | ||
