| Train to Birmingham | Kevin Welch | 4:13 | |
| Harold Wilson | Fred Eaglesmith | 4:46 | |
| South Dakota Wild One | The Deslondes, Riley Downing | 3:23 | |
| Hi Fi Love | Adam Carroll | 4:13 | |
| Midnight Train | David Rawlings | 3:18 | |
| Old McCormick | Fred Eaglesmith, Tif Ginn | 2:52 | |
| Angel from Montgomery | Bonnie Raitt | 4:11 | |
| Learnin' to Drown | Vincent Neil Emerson | 4:53 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| When You're Gone | Amanda Shires | 3:06 | |
| 49 Tons | Fred Eaglesmith | 9:05 | |
| Wrecking Ball | Hard Working Americans | 4:47 | |
| Leaving Chattanooga | Wrinkle Neck Mules | 3:03 | |
| Big Cheeseburgers and Good French Fries | Gurf Morlix | 2:51 | |
| Sometimes Found | The Bottle Rockets | 4:12 | |
| Irene | Ian Noe | 3:53 | |
| It's Never Too Late to Call | Paul Thorn | 3:01 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| River Girl | Kelley Mickwee | 4:47 | |
| First Time in Years | Erik Koskinen | 3:52 | |
| Unlock more with Songs Like X Pro |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Turn Out My Lights | Justin Townes Earle | 3:32 | |
| Call Me Sometime | Becky Warren | 3:24 | |
| Down to Seeds and Stems Again | Bill Kirchen | 4:02 | |
| You Must Go | Lilly Hiatt | 5:02 | |
| Sadder Day | Western Centuries | 4:30 | |
| Lost John Dean | Kieran Kane, Kevin Welch, Fats Kaplin | 3:26 | |
| Appalachia Haze | Ian Noe | 3:53 | |
| Carmelita | Fred Eaglesmith | 4:30 | |
| Far Away In Another Town | Justin Townes Earle | 3:05 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Creosote | Son Volt | 4:12 | |
| Bernadine (feat. Chris Carroll) | Adam Carroll, Chris Carroll | 4:31 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| Twin City Mini | Fred Eaglesmith | 2:18 | |
| Sure Feels Good Anyway | Amy Ray | 4:30 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Beat the Drum | Eilen Jewell | 3:13 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Drivin' | Robert Ellis | 2:46 | |
| Ballad Of Spider John | Willis Alan Ramsey | 4:18 | |
| Wide River To Cross | Levon Helm | 4:51 | |
| The Way You Say Goodbye | Lukas Nelson and Promise of the Real | 2:19 | |
| Gallo Del Cielo - Live At Antone's, Austin, TX / January 22 & 23, 1999 | Joe Ely | 7:04 | |
| Little Black Train | Carlene Carter | 2:49 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Seven Shells | Fred Eaglesmith | 2:23 | |
