| Worrisome Years | Greg Brown | 4:08 | |
| Still Not Home | Tift Merritt | 3:48 | |
| The Water is Wide | John Gorka | 4:28 | |
| Merrimac County | Tom Rush | 2:51 | |
| Whiskey Poet | Corinne West, Kelly Joe Phelps | 4:41 | |
| Dear Mary | Linda Thompson, Teddy Thompson, Kamila Thompson, Richard Thompson | 3:29 | |
| Pontchartrain | Anders Osborne | 4:47 | |
| I Don't Know Anybody in This Town | Greg Brown | 3:27 | |
| Lady On the Water | Blitzen Trapper | 2:26 | |
| Medication | Son Volt | 5:00 | |
| The Trouble With Poets | Peter Mulvey | 3:32 | |
| All of Your Stories | Jesse Winchester | 2:33 | |
| The Weekend | Dave Rawlings Machine | 5:29 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Moonshine | Luther Dickinson | 4:40 | |
| Series of Closin' Doors | Gurf Morlix | 4:33 | |
| Down At The Sea Hotel | Lynn Miles, Guy Davis, Eliza Gilkyson, Lucy Kaplansky, John Gorka | 4:11 | |
| Different When It Comes To You | Bruce Cockburn | 2:57 | |
| River's Fool | Corinne West, Kelly Joe Phelps | 5:00 | |
| Mama You've Been On My Mind / A Fraction of Last Thoughts on Woody Guthrie | Jack Johnson | 4:21 | |
| Are You Happy Now? | Richard Shindell | 3:49 | |
| Unlock more with Songs Like X Pro |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| Vivid | Greg Brown | 3:15 | |
| Goodnight Irene | Kelly Joe Phelps | 5:39 | |
| Everybody Lies | Leo Kottke | 2:49 | |
| Walking on a Wire | Richard Thompson | 3:53 | |
| Fennario | Gill Landry | 3:25 | |
| Before Gas and TV | Pieta Brown | 3:22 | |
| Bright Side of Down | John Gorka | 3:36 | |
| Here In the Going Going Gone | Greg Brown | 3:49 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| If I Were a Bluebird | Linda Thompson | 6:50 | |
| Acadian Driftwood | Richard Shindell | 5:34 | |
| The Night Shift Lullaby | Magnolia Electric Co., Jason Molina | 4:33 | |
| Eliza Jane | Eliza Gilkyson | 4:02 | |
| Rain & Snow | Greg Brown | 2:42 | |
| Irene | Courtney Marie Andrews | 3:46 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| End of the Line | Hurray For The Riff Raff | 3:38 | |
| Not High | Greg Brown | 4:36 | |
| A Whiter Shade of Pale | Dan Reeder | 3:36 | |
| Is It Like Today | Eliza Gilkyson | 5:49 | |
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | |
| Leaving Eden | Carolina Chocolate Drops | 4:35 | |
| HoBo | Charlie Parr | 3:47 | |
| Why Must I Plead | Richard Thompson | 4:58 | |
| You Can't Always Get What You Want | Bill Morrissey, Greg Brown | 4:46 | |
| River Of Love | T Bone Burnett | 3:31 | |
| Beeswing | Richard Thompson | 5:33 | |
