| Step on Out | Chris Hillman | 3:15 | |
| Thunderstorms and Neon Signs | Wayne Hancock | 3:42 | |
| New Delhi Freight Train | Little Feat | 3:44 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
| Long White Cadillac | Dwight Yoakam | 5:21 | |
| Take It Easy | Jackson Browne | 3:51 | |
| Athens County | Jonathan Edwards | 2:45 | |
| Devilsong | Shinyribs | 4:33 | |
| That'll Be the Day | Pure Prairie League | 2:08 | |
| Race Among the Ruins | Gordon Lightfoot | 3:18 | |
| Bible on the Dash | Corb Lund, Hayes Carll | 4:30 | |
| Country Road - 2019 Remaster | James Taylor | 3:22 | |
| While I'm Waiting Here | Billy Strings | 4:36 | |
| I'll Fix Your Flat Tire Merle | Pure Prairie League | 3:23 | |
| Central Daylight Time | Wrinkle Neck Mules | 3:33 | |
| (Stay Away From) The Cocaine Train | Johnny Paycheck | 3:08 | |
| Alberta Bound | Gordon Lightfoot | 3:05 | |
| Don't Think Twice, It's Alright | Flatt & Scruggs | 3:20 | |
| Fisherman's Friend | Shinyribs | 4:25 | |
| Humdinger | Old Crow Medicine Show | 2:29 | |
| Trying to Reason With Hurricane Season (with Jimmy Buffett) | Kenny Chesney, Jimmy Buffett | 4:09 | |
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| Sunshine (Go Away Today) | Jonathan Edwards | 2:18 | |
| Don't Let The Sunshine Fool You | Guy Clark | 2:55 | |
| Honky Red | Murray McLauchlan | 3:58 | |
| Draggin' Shackles | Gary Stewart | 2:26 | |
| Take It Easy - 2013 Remaster | Eagles | 3:31 | |
| The Cape | Guy Clark | 4:10 | |
| I Ain't Been Nowhere | Chuck Mead | 2:50 | |
| See You Later, I'm Gone | The Marshall Tucker Band | 3:08 | |
| A Little Light | Sturgill Simpson | 1:39 | |
| Chicken Train | The Ozark Mountain Daredevils | 3:03 | |
| My Neighbor Burns Trash | Southern Culture on the Skids | 2:45 | |
| Samson And Delilah (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 3:03 | |
| Black Sky | The Ozark Mountain Daredevils | 3:08 | |
| Sure As I'm Sittin' Here | Three Dog Night | 3:05 | |
| The Pascagoula Run | Jimmy Buffett, Elliot Scheiner | 3:19 | |
| Same Ol' River | Sam Bush | 5:39 | |
| We Reserve The Right To Refuse Service To You | Kinky Friedman | 4:06 | |
| Night Moves | Bob Seger | 5:24 | |
| Champion Of The World | Little Feat, Jimmy Buffett | 3:41 | |
| Gypsy Forest | The Ozark Mountain Daredevils | 2:52 | |
| The Great Filling Station Holdup | Jimmy Buffett | 3:04 | |
| Brand New Country Star | Jimmy Buffett | 2:46 | |
| Taking Water | Billy Strings | 4:08 | |
| Willin' | Linda Ronstadt | 3:02 | |
| Mañana | Jimmy Buffett | 4:16 | |
| Leaving Louisiana In The Broad Daylight | The Oak Ridge Boys | 2:59 | |
| True Fine Love | Steve Miller Band | 2:39 | |
| Loser's Cocktail | Dick Curless | 2:32 | |
