| O My Stars | Michael Hurley | 4:35 | |
| Love and Hate | Dan Reeder | 0:58 | |
| Old Ties and Companions | Watchhouse | 3:08 | |
| I Got Found | Sam Doores, Riley Downing, The Tumbleweeds | 3:37 | |
| I Can Get off on You - Remastered | Waylon Jennings, Willie Nelson | 2:22 | |
| The Swimming Song | Loudon Wainwright III | 2:27 | |
| Gallows Pole | Willie Watson | 4:06 | |
| I've Endured | Ola Belle Reed, Bud Reed, David Reed | 2:52 | |
| Hard On You | Daniel Romano | 3:27 | |
| Those Were (Could've Been) the Days | The Deslondes, Sam Doores | 2:29 | |
| Let the Mystery Be | Iris DeMent | 2:46 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Wild Horses | Old & In The Way | 4:38 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| Fraulein (feat. Tyler Childers) | Colter Wall, Tyler Childers | 2:23 | |
| Election Day | Blaze Foley | 3:01 | |
| The Road Back Home | F. J. McMahon | 3:16 | |
| Chinese Translation | M. Ward | 3:58 | |
| Rare Feeling | Twain | 3:36 | |
| Cigarettes | Josh Okeefe | 2:06 | |
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| Rainbows and Ridges | Blaze Foley | 2:56 | |
| Train Song | Watchhouse | 2:02 | |
| Early Blue | F. J. McMahon | 3:04 | |
| Take 'Em Away | Old Crow Medicine Show | 3:34 | |
| Bluebird Wine | Rodney Crowell | 4:11 | |
| Oval Room | Blaze Foley | 4:04 | |
| The Tea Song | Michael Hurley | 7:28 | |
| Green Rocky Road | Karen Dalton | 3:22 | |
| Black Jack Davey | Hurray For The Riff Raff | 3:11 | |
| In the Misty Garden/Should’ve Been Home With You | Blaze Foley | 4:36 | |
| I Drink Beer | Dan Reeder | 2:53 | |
| Dreaming of Your Touch | The Lostines | 3:47 | |
| Are You Leaving for the Country | Karen Dalton | 3:14 | |
| If I Needed You | Doc & Merle Watson | 2:36 | |
| Wouldn't That Be Nice | Blaze Foley | 1:30 | |
| She Better Be Lonely | The Deslondes, Dan Cutler, Sam Doores, Riley Downing, Cameron Snyder | 3:27 | |
| Quite a Feelin' | Barna Howard | 4:09 | |
| Stars in My Life | The Flatlanders | 3:20 | |
| For Anything Less | Blaze Foley | 4:10 | |
| Sunflower River Blues - Re-Recorded Version | John Fahey | 3:20 | |
| Hey Me, Hey Mama | Sierra Ferrell | 3:30 | |
| Fallin' Rain | Link Wray | 3:45 | |
| Hot Burrito #1 | The Flying Burrito Brothers | 3:37 | |
| In Dreams - Alternative Version | Sierra Ferrell | 2:43 | |
| Everybody's Talkin' | Fred Neil | 2:44 | |
| Hog Of The Forsaken | Michael Hurley | 3:35 | |
| That's How Strong My Love Is | Steve Young | 3:41 | |
| Don't Make Me Explain It | Ted Hawkins | 2:37 | |