| Roving Gambler | Hart Valley Drifters, Jerry Garcia | 3:45 | |
| I Don't Care - Remastered | Justin Townes Earle | 1:55 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Cortez Sail | Terry Allen | 6:10 | |
| Whole Lotta Highway (With A Million Miles to Go) | Marty Stuart And His Fabulous Superlatives | 3:18 | |
| Errol's Song | Adam Carroll | 4:36 | |
| Leaving Chattanooga | Wrinkle Neck Mules | 3:03 | |
| Mountain Girl | Blue Mountain | 4:05 | |
| Blue Canadian Rockies | The Byrds | 2:01 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| Pretty Flowers | The Texas Gentlemen | 3:44 | |
| Bottle Of Wine | Doc & Merle Watson | 2:06 | |
| Homemade Songs | Bobby Charles | 3:41 | |
| Bend in the Water | Gordon Lightfoot | 3:00 | |
| Knocking 'em Down | Western Centuries | 3:17 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| Horseshoe Lounge | Slaid Cleaves | 3:26 | |
| I Want to Be with You Always | Buddy Miller, Patty Griffin | 3:11 | |
| Devilsong | Shinyribs | 4:33 | |
| Nobody Eats at Linebaugh's Anymore | John Hartford | 4:52 | |
| Somebody Else's Troubles | Steve Goodman | 3:43 | |
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| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Lincoln Town | John Hiatt | 4:03 | |
| Come On Over My House | David Rawlings | 3:42 | |
| 911 | Ramsay Midwood | 4:26 | |
| What Are They Doing In Heaven Today? | The Deslondes, Sam Doores, Twain | 3:00 | |
| Lately | Garrett T. Capps, Augie Meyers | 3:27 | |
| Black Hat Saloon | Rusty Wier | 5:00 | |
| Talking To Myself | Justin Townes Earle | 2:54 | |
| Just the Other Side of Nowhere | Kris Kristofferson | 3:36 | |
| Keep It Clean | Willie Watson | 3:35 | |
| Tuscaloosa 1962 | Donnie Fritts | 3:22 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| No Expectations | Earl Scruggs, Tom T. Hall | 3:35 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| South Georgia Sugar Babe | Justin Townes Earle | 2:47 | |
| Spookin' The Horses | Fred Eaglesmith | 4:07 | |
| Single Girl, Married Girl | Levon Helm | 3:19 | |
| We Reserve The Right To Refuse Service To You | Kinky Friedman | 4:06 | |
| She's My Rock | Stoney Edwards | 2:24 | |
| Runnin’ Shine | Lukas Nelson and Promise of the Real | 3:22 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| Let Him Go on Mama | John Hartford | 3:49 | |
| Letter To Laredo | Joe Ely | 4:39 | |
| Everything Here | Cowboy | 5:34 | |
| Muskrat Love (Muskrat Candlelight) | Willis Alan Ramsey | 3:23 | |
| Old Home Place | J.D. Crowe & The New South | 2:48 | |
| Northeast Texas Women | Willis Alan Ramsey | 5:51 | |