| Lights of the City | John R. Miller | 4:23 | ||
| Christ Number Three | Otis Gibbs | 4:27 | ||
| Blue Virginia Blues | Larry Sparks | 4:06 | ||
| Errol's Song | Adam Carroll | 4:36 | ||
| Mother Blues | Ray Wylie Hubbard | 5:56 | ||
| Goin' Far On A Little (Just A Little Too Long) | Joseph Huber | 2:51 | ||
| Loretta | Luke Bell | 3:58 | ||
| Cigarette Machine | Fred Eaglesmith | 4:31 | ||
| The Land of Maybe | Otis Gibbs | 2:57 | ||
| When I Come Back Again | Trampled by Turtles | 3:43 | ||
| Rhythm of the Train | Nick Dittmeier, The Sawdusters | 3:10 | ||
| Angels | Willi Carlisle | 4:05 | ||
| I Like Trains | Fred Eaglesmith | 3:30 | ||
| Mama Bake a Pie (Daddy Kill a Chicken) | Drive-By Truckers | 3:19 | ||
| I Wish We Had Our Time Again | Todd Snider | 2:28 | ||
| Bubble Gum | Adam Carroll | 3:34 | ||
| Dade County Jail | Vincent Neil Emerson | 3:47 | ||
| That Was Then | Pat Reedy | 2:21 | ||
| Baby Can I Crawl Back To You | Gurf Morlix | 2:25 | ||
| It Was a Train | Otis Gibbs | 3:10 | ||
| Migrant's Lament | The Tillers | 2:41 | ||
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| Alone with You | Garrett T. Capps, Jamie Lin Wilson | 3:14 | ||
| Banded Clovis | Tyler Childers | 4:19 | ||
| Hobo Cartoon | Sturgill Simpson | 2:32 | ||
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | ||
| Praise the Lord, Pass the Weed | The Rubber Knife Gang | 3:52 | ||
| 800 Miles | Otis Gibbs | 3:30 | ||
| O' Lover | BJ Barham | 3:57 | ||
| Harlan Road | NewTown | 3:06 | ||
| Same River Twice | Joseph Huber | 3:42 | ||
| South of the River | Ray Wylie Hubbard | 4:06 | ||
| January in Louisiana | Fifth On The Floor | 3:20 | ||
| JP's Florida Blues #1 | JP Harris | 3:06 | ||
| Tillamook County Jail | Todd Snider | 3:07 | ||
| Oklahoma Gypsy Shuffler | Adam Carroll | 4:45 | ||
| A Little Light | Sturgill Simpson | 1:44 | ||
| Dead on the River (Rolling Down) | Ian Noe | 5:06 | ||
| Silver & Gold | Sam Doores, Riley Downing, The Tumbleweeds | 2:22 | ||
| AM Country Heaven | Jason Eady | 3:36 | ||
| Ain't Got a Place | James McMurtry | 2:41 | ||
| Red Eyes | John R. Miller | 3:27 | ||
| The Road Neverending | The Tillers | 4:01 | ||
| Outdated, Frustrated And Blue | Otis Gibbs | 3:20 | ||
| The Bad Side of Luck | Vincent Neil Emerson | 4:31 | ||
| Big Cheeseburgers and Good French Fries | Gurf Morlix | 2:51 | ||
| Tennessee | Sturgill Simpson | 3:14 | ||
| Midnight Tears | The Steeldrivers | 2:57 | ||
| The Ballad Of Edward Abbey | Tom Russell | 4:36 | ||
| Water In The Fuel | Fred Eaglesmith | 5:21 | ||
