| Give Me a Sad Song | Linda Thompson | 3:56 | |
| House Carpenter | Natalie Merchant | 6:00 | |
| You Don't Have the Heart for It | Red Molly | 3:49 | |
| 'Til It's Over | The Secret Sisters | 2:56 | |
| Gentle on My Mind | Billy Bragg, Joe Henry | 3:39 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| The Christian Thing | Jono Manson, Eliza Gilkyson, Terry Allen | 3:54 | |
| The Water is Wide | John Gorka | 4:28 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| A Perfect World | Kate Campbell | 3:17 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Dreams Like This | Greg Trooper | 3:42 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Doncha Miss That Water | Malcolm Holcombe | 2:45 | |
| Buffalo Gals Redux | Eliza Gilkyson | 2:39 | |
| Calling for You | Iris DeMent | 3:18 | |
| Always | John Gorka | 3:55 | |
| South of Nowhere | Po' Girl | 2:50 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| Sweet Old Life (feat. Eliza Gilkyson & Ad Vanderveen) | Iain Matthews, Eliza Gilkyson, Ad Vanderveen | 5:04 | |
| In the Pines (feat. Slaid Cleaves & Eliza Gilkyson) | Rich Brotherton, Chuck Pinnell, Diana Burgess, Slaid Cleaves, Eliza Gilkyson | 3:34 | |
| Unlock more with Songs Like X Pro |
| The Raven's Sun | Catherine MacLellan | 3:18 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| I'll Take My Sorrow Straight | Iris DeMent | 3:27 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Angels and Acrobats | Rod Picott | 2:55 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Swimming Song | Lucy Kaplansky | 3:01 | |
| Peace in Our Hearts | Eliza Gilkyson | 3:56 | |
| What Does It Mean to Travel | Mary Chapin Carpenter | 3:09 | |
| Please Help Me, I'm Falling | Kieran Kane, Rayna Gellert | 3:34 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Long Time A Comin' | Bap Kennedy | 2:38 | |
| The Flyboy & the Kid | Rodney Crowell | 3:55 | |
| True Love Travels on a Gravel Road | Nick Lowe | 3:36 | |
| Fall into the Night | Tom Rush | 3:55 | |
| Sing to Me | Red Molly | 3:29 | |
| Cold Missouri Waters | Richard Shindell | 5:55 | |
| Goin' Home | Malcolm Holcombe | 4:49 | |
| The Way I Should | Iris DeMent | 4:26 | |
| Northern Girl | Cheryl Wheeler | 3:46 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| You Can't Always Get What You Want | Bill Morrissey, Greg Brown | 4:46 | |
| Old Friends | Mary McCaslin | 5:15 | |
| The Bramble And The Rose | Mary McCaslin, Jim Ringer | 3:18 | |
| Farewell Angelina | Tim O'Brien | 4:23 | |
| I Make The Dough, You Get The Glory | Kathleen Edwards | 4:37 | |
