| Coast | Eliza Gilkyson | 3:25 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | |
| Barroom Girls | Gillian Welch | 4:13 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| Looking at the World Through a Windshield | Son Volt | 3:08 | |
| Wayfaring Stranger | Traditional, Tift Merritt | 3:38 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Dreams Like This | Greg Trooper | 3:42 | |
| Oyster and Pearl | Amy Ray, Phil Cook, Brad Cook, Justin Vernon | 4:00 | |
| Driving | Po' Girl | 3:48 | |
| Drinkin' | Holly Williams | 3:42 | |
| Love, Love, Love | Vidar Vang, Tift Merritt | 4:06 | |
| Howlin' Down the Cumberland | John Hiatt | 3:45 | |
| One For Sorrow | Jeffrey Foucault | 3:52 | |
| In the Way | Tift Merritt | 3:35 | |
| The Matador | Gretchen Peters | 4:18 | |
| The Great Correction | Eliza Gilkyson | 5:04 | |
| Dusty Boxcar Wall | Eilen Jewell | 2:43 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| Unlock more with Songs Like X Pro |
| Unknown Legend | Caitlin Canty | 3:55 | |
| Second Option | Caitlin Cary, Thad Cockrell | 3:15 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Cry | Slaid Cleaves | 3:51 | |
| The Red Line | Kim Richey | 4:15 | |
| How the Mighty Have Fallen | Margo Price | 3:11 | |
| Black T-Shirt | Slaid Cleaves | 3:14 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Devil May Care | Son Volt | 2:58 | |
| Spring | Tift Merritt | 4:21 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| Counting the Hours | Two Dollar Pistols, Tift Merritt | 3:42 | |
| Mixtape | Tift Merritt | 3:18 | |
| Old Times Sake | Shelby Lynne | 4:50 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| The Kid | Cry Cry Cry | 5:39 | |
| The River's Gonna Run | Buddy & Julie Miller | 3:59 | |
| 3 Hours Away | Blue Rodeo | 3:38 | |
| Anchor | Alejandro Escovedo | 3:30 | |
| Now That I Know | Shannon McNally | 4:45 | |
| Feel Of The World | Tift Merritt | 4:43 | |
| All The Right Reasons | The Jayhawks | 3:24 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| When Will You Come Back Home | Ryan Adams & The Cardinals | 4:52 | |
| Brokedown Palace | Joan Osborne | 4:01 | |
| I Know What I'm Looking For Now | Tift Merritt | 3:57 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
