| Great American Roadside | Otis Gibbs | 2:49 | ||
| Train Song | Watchhouse | 2:02 | ||
| Walking Each Other Home | Mary Gauthier | 4:17 | ||
| The Wonder of You | Chip Taylor, Carrie Rodriguez | 4:02 | ||
| Devil's Got My Woman | Andrew Combs | 2:35 | ||
| The John Deere H | Brennen Leigh | 3:15 | ||
| It's All Over Now, Baby Blue | The Country Gentlemen | 3:27 | ||
| Perfect Timing | Drive-By Truckers | 2:57 | ||
| Silver Valley | David Miner | 4:35 | ||
| Katie | Fred Eaglesmith | 3:42 | ||
| Blue Is My Heart | Holly Williams | 2:42 | ||
| Memories | Swamp Dogg, John Prine | 4:47 | ||
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | ||
| Worn Out Shoes | Caleb Klauder | 2:50 | ||
| The Way It Goes | Gillian Welch | 4:01 | ||
| John Deere "B" | Fred Eaglesmith | 3:14 | ||
| Borderline | Eliza Gilkyson | 2:42 | ||
| Flat Top Guitar | Ana Egge | 2:50 | ||
| Waitin' for the Hard Times to Go | Jim Ringer | 3:25 | ||
| Weepin' Willow | The Stanley Brothers | 2:23 | ||
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | ||
| Unlock more with Songs Like X Pro | ||||
| Moonshiner | Uncle Tupelo | 4:23 | ||
| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | ||
| Desert Flowers | Amanda Anne Platt & the Honeycutters | 5:09 | ||
| King Cotton | The Secret Sisters | 3:12 | ||
| Bringing Mary Home | Mac Wiseman | 3:36 | ||
| Nine Pound Hammer Is too Heavy | Bill Monroe | 2:40 | ||
| Barbara's Song | Ian Noe | 3:25 | ||
| The North Dakota Cowboy | Brennen Leigh | 2:42 | ||
| House Of The Rising Sun | Mac Wiseman | 3:40 | ||
| Crossing Muddy Waters | John Hiatt | 4:05 | ||
| Bob | Drive-By Truckers | 2:15 | ||
| Lightning Bar Blues | Arlo Guthrie | 2:52 | ||
| East of Eden | Tom Rush | 3:29 | ||
| Decent Man | James McMurtry | 4:48 | ||
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | ||
| Other Side of Town - Live | John Prine | 4:53 | ||
| Get A Better One | Chris Smither | 2:46 | ||
| Yellow Cedar Waxwing | Brennen Leigh | 1:52 | ||
| Green Mountain Hop | Reno & Smiley | 2:14 | ||
| Blue Moon of Kentucky | Bill Monroe & His Blue Grass Boys | 3:00 | ||
| Love Someone Like Me | New Grass Revival | 2:45 | ||
| Coal, Black Gold | The Country Gentlemen | 2:15 | ||
| Mama's Hand | Lynn Morris | 4:14 | ||
| Hangman | Marty Stuart, Johnny Cash | 3:43 | ||
| Ten Degrees | J.D. Crowe & The New South | 2:20 | ||
| Satin Sheets | Willis Alan Ramsey | 2:39 | ||
| I Love It When She Lies | Greg Trooper | 3:32 | ||
| Wounded Knee | Marty Stuart | 3:13 | ||
