| Carolina in the Pines (with Indigo Girls) | Alison Brown, Indigo Girls | 4:57 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Romeo's Tune | Nicki Bluhm | 3:53 | |
| Everybody's Missing the Sun | The Gourds | 2:59 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| All You Ever | The Honeycutters | 5:36 | |
| Heaven Bound - Live | Mark Collie & His Reckless Companions, Kelly Willis | 3:17 | |
| Modern World | Kelly Willis | 2:27 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
| Each Season | Nora Jane Struthers | 3:48 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| Brand New Me | Bruce Robison, Kelly Willis | 4:29 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Long Island Sound | James McMurtry | 6:47 | |
| Long Way Home | Kelly Willis, Bruce Robison | 3:41 | |
| Devil's Got My Woman | Andrew Combs | 2:35 | |
| After the Storm | The Flatlanders | 3:52 | |
| Beauty Way | Eliza Gilkyson | 3:02 | |
| Lake of Fire | Bruce Robison | 5:09 | |
| 9,999,999 Tears | Kelly Willis, Bruce Robison | 3:55 | |
Unlock more with Songs Like X Pro |
| Great American Roadside | Otis Gibbs | 2:49 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Come Inside | Zoe Muth and the Lost High Rollers | 4:29 | |
| No Rust on My Spade | Otis Gibbs | 4:17 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Dallas | The Flatlanders | 3:01 | |
| Danny's Song | Nicki Bluhm | 4:02 | |
| Red Letter Day | Bruce Robison | 3:31 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| The Way She Looked at You | Sarah Shook & the Disarmers | 4:20 | |
| Carolina Heart | Yarn | 3:37 | |
| Chuck Will's Widow - Video Mix | Amy Ray, The War and Treaty, Michelle Malone | 3:43 | |
| Private Thoughts | Chip Taylor, Carrie Rodriguez | 4:01 | |
| I Dream Too | Bruce Robison | 3:17 | |
| This Old Town | Skydiggers | 2:40 | |
| People My Age | John Gorka | 2:16 | |
| When Bitter Met Sweet | The Honeycutters | 3:41 | |
| River Girl | Kelley Mickwee | 4:47 | |
| Wrapped | Kelly Willis | 4:27 | |
| Wreck You | Lori McKenna | 3:18 | |
| Misery and Gin | Jaime Wyatt | 4:24 | |
| Hallelujah | The Honeycutters | 8:03 | |
| Tell Moses | Colvin & Earle | 3:41 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| Virginia, No One Can Warn You | Tift Merritt | 4:23 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| 16 Days | Whiskeytown | 3:54 | |