| Stop and Start It All Again | Johnathan Edwards | 3:00 | |
| Night Train to Memphis | Charley Crockett | 2:19 | |
| $13 Beers | Chicago Farmer | 3:17 | |
| Leaving Louisiana in the Broad Daylight | Rodney Crowell | 3:24 | |
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | |
| Somebody Else's Troubles | Steve Goodman | 3:43 | |
| Cocktails for Three | Terry Allen | 2:57 | |
| Winsome Smile | Chris Smither | 3:34 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| I Wanna Buy Your Truck | Fred Eaglesmith | 3:38 | |
| The Truth Ain't In You | Larry Jon Wilson | 3:13 | |
| Kentucky Moonshine | Pure Prairie League | 2:32 | |
| Montgomery in the Rain | Steve Young | 4:25 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
| She Took A Lot Of Pills (And Died) | Robbie Fulks | 2:43 | |
| Travelers Paradise | The Cactus Blossoms | 2:58 | |
| Katie | Fred Eaglesmith | 3:42 | |
| Pill Bug Blues | The Gourds | 3:59 | |
| Rendezvous USA | Terry Allen | 2:45 | |
| Josie | Kris Kristofferson | 3:11 | |
| Down to Seeds and Stems Again | Bill Kirchen | 4:02 | |
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| What Will They Say About Us Now? | Western Centuries | 3:09 | |
| 'til The End Of The World Rolls 'round | Old & In The Way | 2:14 | |
| Vaquero | James McMurtry | 4:41 | |
| I Must Be Somebody Else You've Known | The International Submarine Band | 2:20 | |
| Sugar Babe | Jesse Colin Young | 3:41 | |
| Texas Moon | Vincent Neil Emerson | 3:25 | |
| Oui (a French Song) | Terry Allen | 2:21 | |
| This Ol' Cowboy | The Marshall Tucker Band | 6:44 | |
| Silver & Gold | Sam Doores, Riley Downing, The Tumbleweeds | 2:22 | |
| Katie Dear | Mapache | 2:51 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Dry Town - Demo | Gillian Welch | 2:55 | |
| Catfish John | Old & In The Way | 3:37 | |
| Things Ain't What They Used to Be (And Probably Never Was) | Larry Jon Wilson | 2:59 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Canola Fields | James McMurtry | 4:49 | |
| No Goodwill Stores in Waikiki | Blaze Foley & the Beaver Valley Boys | 3:10 | |
| You Never Even Call Me By My Name | Steve Goodman | 4:19 | |
| London Homesick Blues (Home With the Armadillo) | Gary P. Nunn | 6:03 | |
| 105 | Fred Eaglesmith | 2:48 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Seven Four Tune | Cowboy | 2:44 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Two Highways | Alison Krauss & Union Station | 3:33 | |
| Black Sky | The Ozark Mountain Daredevils | 3:08 | |
| No Longer A Sweetheart Of Mine | Dillard & Clark | 3:12 | |
| That's How Strong My Love Is | Steve Young | 3:41 | |
| Don't Make Me Explain It | Ted Hawkins | 2:37 | |