| Anniversary Song | Cowboy Junkies | 3:10 | ||
| Keep It Between the Lines | Sturgill Simpson | 4:01 | ||
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | ||
| I Want to Sing That Rock and Roll | Gillian Welch | 2:49 | ||
| Crop Comes In | Chatham County Line | 4:23 | ||
| Nothing But A Good Ride | Lyle Lovett | 4:28 | ||
| Take It Easy | Jackson Browne | 3:51 | ||
| Race Among the Ruins | Gordon Lightfoot | 3:18 | ||
| Get A Better One | Chris Smither | 2:46 | ||
| Whiskey Angel | The Black Lillies | 4:52 | ||
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | ||
| Perfect Timing | Drive-By Truckers | 2:57 | ||
| Infamous Angel | Iris DeMent | 3:46 | ||
| Dead Skunk | Loudon Wainwright III | 3:05 | ||
| Deportee | Los Texmaniacs, Lyle Lovett | 3:54 | ||
| Brown Eyed Handsome Man | Lyle Lovett | 3:37 | ||
| Lone Star Blues | Delbert McClinton | 3:57 | ||
| Winsome Smile | Chris Smither | 3:34 | ||
| Country Love | The Gourds | 2:43 | ||
| Different Days - 2023 Remaster | Jason Isbell | 3:34 | ||
| First Air of Autumn | Drive-By Truckers | 3:30 | ||
| Unlock more with Songs Like X Pro | ||||
| Pacing The Cage | Bruce Cockburn | 4:40 | ||
| Wavin' My Heart Goodbye | The Flatlanders | 2:38 | ||
| The Way It Goes | Gillian Welch | 4:01 | ||
| Fountain of Sorrow - Remastered | Jackson Browne | 6:52 | ||
| Cute As A Bug | Lyle Lovett | 3:39 | ||
| I Don't Like Half The Folks I Love | Paul Thorn | 4:24 | ||
| Tennessee Flat Top Box | Rosanne Cash | 3:09 | ||
| Amie | Pure Prairie League | 4:19 | ||
| One of the Fortunate Few | Delbert McClinton | 2:47 | ||
| 4&20 Blues | Jeffrey Foucault | 2:58 | ||
| Dallas | The Flatlanders | 3:01 | ||
| Cornbread | The Band Of Heathens | 4:45 | ||
| Cosmic Cowboy | Michael Martin Murphey, Willie Nelson, Jerry Jeff Walker, Lyle Lovett, Bruce Robison, Django Walker, Gary P. Nunn, Bob Livingston | 4:16 | ||
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | ||
| California Snow | Dave Alvin | 4:00 | ||
| It's Not You, It's Me | The Little Willies | 2:43 | ||
| Abilene | Dave Alvin | 4:57 | ||
| Two More Bottles Of Wine | Delbert McClinton | 3:01 | ||
| Wild Horses | Leon Russell | 3:37 | ||
| Jacksonville Skyline | Whiskeytown | 3:00 | ||
| Gulf Coast Highway | Nanci Griffith, Mac McAnally | 3:08 | ||
| Drop In A Bucket | Mary Gauthier | 4:10 | ||
| I Am Your Tambourine | Tift Merritt | 3:44 | ||
| Ripplin' Waters - Remastered | Nitty Gritty Dirt Band | 5:54 | ||
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | ||
| You Ain't Going Nowhere | Nitty Gritty Dirt Band | 3:52 | ||
| Rings | Leo Kottke | 2:51 | ||
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | ||
