| New Train | John Prine | 3:24 | |
| When the Long Road Ends | Paul Thorn | 3:44 | |
| Lines Around Your Eyes | Lucinda Williams | 2:45 | |
| Omaha | The Gourds | 3:15 | |
| Perfect Timing | Drive-By Truckers | 2:57 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Panama Red | New Riders of the Purple Sage | 2:46 | |
| Spider Jiving | Andy Fairweather Low | 3:00 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| Knee Deep in the Wakarusa River | Chuck Mead | 3:29 | |
| Vinyl Records | Todd Snider | 2:29 | |
| Truck Driving Man | New Riders of the Purple Sage | 6:24 | |
| He Forgot That It Was Sunday | John Prine | 5:38 | |
| Methadone Blues | Elizabeth Cook | 3:43 | |
| Across the Great Divide | Nanci Griffith | 3:57 | |
| Daddy Worked the Pole | Chuck Mead | 3:31 | |
| Take It Easy | Jackson Browne | 3:51 | |
| Adios to California | John Hiatt | 3:47 | |
| Searchin' for a Rainbow | The Marshall Tucker Band | 3:05 | |
| You Got Gold | John Prine | 4:38 | |
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| Dead Skunk | Loudon Wainwright III | 3:05 | |
| I Don't Want to Lay This Guitar Down | Rusty Wier | 2:59 | |
| Taxes on the Farmer Feeds Us All | Ry Cooder | 3:56 | |
| Trouble Is | Justin Townes Earle | 3:22 | |
| 455 Rocket - Revival Outtake | Gillian Welch | 4:02 | |
| One's On The Way (feat. Margo Price) | Loretta Lynn, Margo Price | 2:41 | |
| Shambala | B.W. Stevenson | 2:29 | |
| Childish Things | James McMurtry | 4:35 | |
| The Things We Call Home | Amanda Anne Platt & the Honeycutters | 2:38 | |
| Carl Perkins' Cadillac | Drive-By Truckers | 5:26 | |
| Glory of True Love | John Prine | 4:12 | |
| Tex - Mex Mile | The Gourds | 3:19 | |
| You Get It All | Hayes Carll | 3:08 | |
| Copper Canteen | James McMurtry | 4:37 | |
| Cold, Cold Heart (feat. Miranda Lambert) | John Prine, Miranda Lambert | 3:32 | |
| Hillbilly Truck Driving Man | Bill Kirchen | 3:24 | |
| Willin’ | Gregg Allman | 3:36 | |
| Walk Between The Raindrops | James McMurtry | 3:24 | |
| It’s Goodbye And So Long To You | Alison Krauss | 3:11 | |
| Bad Liver And A Broken Heart | Hayes Carll | 4:22 | |
| Valley Road | James McMurtry | 4:45 | |
| Standing On The Rock | The Ozark Mountain Daredevils | 3:54 | |
| True Love Travels A Gravel Road | The Highwaymen | 3:21 | |
| Car Wheels On A Gravel Road | Lucinda Williams | 4:44 | |
| Oklahoma Dust | The Notorious Cherry Bombs | 2:35 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Willin' | Little Feat, Brooks & Dunn | 3:48 | |
