| I Got My Shadows | The Delines | 2:39 | |
| I Know One (feat. Emmylou Harris) | John Prine, Emmylou Harris | 2:41 | |
| Rudy with a Flashlight | Evan Dando | 2:37 | |
| Cosmonaut (feat. Emmylou Harris) | The Bootleggers, Emmylou Harris | 3:42 | |
| If I Had A Boat | Lyle Lovett | 3:09 | |
| It's Not Happening | The Be Good Tanyas | 2:41 | |
| Madame George - 1999 Remaster | Van Morrison | 9:45 | |
| Hunter | Aldous Harding | 4:29 | |
| Still Water (#1) | Emmylou Harris | 3:55 | |
| The Well | Smog | 7:00 | |
| In the Light | Pieta Brown, Calexico | 3:20 | |
| Kathleen | Josh Ritter | 4:08 | |
| My Baby Needs a Shepherd | Emmylou Harris | 4:37 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Not the Tremblin' Kind | Laura Cantrell | 3:37 | |
| Scattered Leaves | The Be Good Tanyas | 4:44 | |
| Carey | Joni Mitchell | 3:02 | |
| Slate | Uncle Tupelo | 3:24 | |
| Goin' Back to Harlan | Emmylou Harris | 4:52 | |
| The Road To Ensenada | Lyle Lovett | 4:15 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| Unlock more with Songs Like X Pro |
| Homewrecker | Nick Lowe | 3:08 | |
| The Stranger Song | Emmylou Harris | 5:21 | |
| Silver Raven | Gene Clark | 4:53 | |
| Lucinda Williams | Vic Chesnutt | 2:47 | |
| The Circus (with Emmylou Harris & Dolores Keane) | Mary Black, Dolores Keane, Emmylou Harris | 4:08 | |
| Marlene | Jackson C. Frank | 4:57 | |
| Melt Your Heart | Jenny Lewis, The Watson Twins | 2:52 | |
| Before Believing - 2003 Remaster | Emmylou Harris | 4:43 | |
| To Be Still | Alela Diane | 5:26 | |
| Anodyne | Uncle Tupelo | 4:50 | |
| Children Of Children | Jason Isbell | 5:49 | |
| Tecumseh Valley | Nanci Griffith | 4:29 | |
| See My Love | Headless Heroes | 3:50 | |
| Goldfish - Remastered | Roy Harper | 2:47 | |
| Cactus Tree | Joni Mitchell | 4:38 | |
| Woncha Come On Home | Joan Armatrading | 2:39 | |
| I Dug Up A Diamond | Mark Knopfler, Emmylou Harris | 3:35 | |
| Everybody Move It | Teddy Thompson | 2:55 | |
| Rollin' On | Mark Knopfler, Emmylou Harris | 4:12 | |
| Sure As Shit | Kathleen Edwards | 4:09 | |
| Words We Never Use | Ron Sexsmith | 3:03 | |
| The Maker | Willie Nelson | 5:08 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |
| Six O'Clock News | Kathleen Edwards | 4:36 | |
| Gulf Coast Highway | Nanci Griffith, Mac McAnally | 3:08 | |
| Donkey Town | Mark Knopfler, Emmylou Harris | 5:42 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Right About Now | Ron Sexsmith | 2:47 | |
