| Good to Go | The Deslondes, Riley Downing | 3:49 | |
| Love Is Free | Gasoline Lollipops | 3:50 | |
| 12 Bar Blues | Aaron Lee Tasjan | 5:04 | |
| Greatest Show on Earth | The Felice Brothers | 5:30 | |
| Border Lord | Kris Kristofferson | 3:37 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Belgium or Peru | Cuff the Duke | 3:20 | |
| Knock-Kneed Ballerina | The Kernal | 3:12 | |
| Surf de Mardi Gras | Nick Shoulders | 1:49 | |
| White Butte Country | Kacy & Clayton | 3:29 | |
| Those Were (Could've Been) the Days - Live AF Version | The Deslondes, Western AF | 2:42 | |
| Stadium Inn | Jonny Fritz | 2:44 | |
| I Don't Miss the Old Times | Duff Thompson and the Full Grown Men, Duff Thompson | 2:51 | |
| I Got Found | Sam Doores, Riley Downing, The Tumbleweeds | 3:37 | |
| Crazy | Riley Downing | 2:57 | |
| Down Home Girl | Old Crow Medicine Show | 3:46 | |
| Highway Blues | Rattlesnake Milk | 4:43 | |
| Got to Me Since | Izaak Opatz | 3:43 | |
| No More Crying The Blues | The Cactus Blossoms | 2:03 | |
| South Dakota Wild One | The Deslondes, Riley Downing | 3:23 | |
| In The Garden | Cicada Rhythm | 2:29 | |
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| Just Be Sweet | Will Stewart | 2:37 | |
| Way Out West | Marty Stuart And His Fabulous Superlatives | 5:41 | |
| Johnny Cash | Fred Eaglesmith | 3:20 | |
| Portland | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 5:05 | |
| Big Black Bird | Blitzen Trapper | 2:47 | |
| Faith in Love | The Lostines | 3:51 | |
| Summer Brings the Sunshine | Jimmy Carter and Dallas County Green | 4:20 | |
| Katie Dear | Mapache | 2:51 | |
| Iām Not Ready | Riley Downing | 3:18 | |
| Look Out Mama | Hurray For The Riff Raff | 3:25 | |
| Orion | The Sons of Rainier | 3:45 | |
| Shaggy Dog | Lightnin' Hopkins | 2:44 | |
| Keep It Clean | Willie Watson | 3:35 | |
| You've Never Seen Me Cry | The Flatlanders | 2:17 | |
| TV Blue | Skinny Dyck | 2:57 | |
| Hundred Dollar Valentine | Chris Smither | 3:05 | |
| Pray for Rain | Pete Bernhard | 3:56 | |
| Things I Learned | Motel Mirrors, Amy LaVere, John Paul Keith, Will Sexton | 2:46 | |
| Ohoopee River Bottom Land | Larry Jon Wilson | 3:41 | |
| Down Drinking at the Bar | Loudon Wainwright III | 3:57 | |
| Best of All Possible Worlds | Kris Kristofferson | 2:58 | |
| Friday XIII | Deer Tick | 2:40 | |
| Los Angeles | Dougie Poole | 4:37 | |
| Empty Yodel, No. 2 | Nick Shoulders | 1:06 | |
| The Lights Of San Francisco | Logan Ledger | 5:01 | |
| Cold Dog Soup | Guy Clark | 3:35 | |
| Heaven's Toll | Ramsay Midwood | 3:02 | |
| Loser's Cocktail | Dick Curless | 2:32 | |