| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Take A Break | Catherine MacLellan | 2:46 | |
| Eliza Jane | Eliza Gilkyson | 4:02 | |
| Hallelujah | Martin Sexton | 4:01 | |
| Living Alone | Loudon Wainwright III | 2:37 | |
| Midnight on the Water | Caroline Herring | 4:04 | |
| I Had Something | Lucy Kaplansky | 4:16 | |
| Jedidiah 1777 | Eliza Gilkyson | 3:52 | |
| Reunion Hill | Richard Shindell | 4:31 | |
| The Last Thing on My Mind | Cry Cry Cry | 2:53 | |
| Oh, Mama | Aoife O'Donovan | 4:18 | |
| Way I Am | Martin Sexton | 5:11 | |
| The Circle Game - 2008 Remaster | Tom Rush | 5:17 | |
| Hands on a Grain of Sand | Amelia Curran | 3:48 | |
| Oh My Love | The Small Glories | 3:20 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| Paglia E Fieno | Richard Julian, Lisa Gutkin, Wendy Beckerman, Richard Shindell, Jack Hardy | 3:05 | |
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| Guinevere | Lucy Kaplansky | 4:20 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Unlock more with Songs Like X Pro |
| Are You Happy Now? | Nikki Matheson, Jeff Hardy, Greg Anderson, Lucy Kaplansky, Brian Mitchell, Richard Shindell | 4:22 | |
| Apocalypso | I Draw Slow | 3:12 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Reunion Hill | Richard Shindell | 5:09 | |
| Thunder Road | Sara Watkins | 4:58 | |
| Easy Bake Ovens | Girlyman | 3:51 | |
| Mutineer | Jason Isbell, Amanda Shires | 3:01 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| I Told Him That My Dog Wouldn't Run | Patty Larkin | 2:43 | |
| Good Enough | Molly Tuttle | 2:55 | |
| Pale Fire | Amanda Shires | 3:16 | |
| Mercy | Po' Girl | 4:56 | |
| The Late John Garfield Blues | Sara Watkins | 4:06 | |
| April Come She Will | Tracy Grammer | 2:06 | |
| You Are the Everything | Redbird | 3:09 | |
| I Knew This Place | David Mallett | 2:58 | |
| Black Mountain Lullaby | Caroline Herring | 4:11 | |
| Are You Happy Now? | Laurie MacAllister, Richard Shindell | 4:10 | |
| Desperado | Lucy Wainwright Roche, Suzzy Roche | 3:03 | |
| Dulcimer | David Mallett | 3:17 | |
| Might As Well Dance | Patty Larkin | 3:20 | |
| Fishing With Bill | Bill Morrissey, Greg Brown | 4:32 | |
| The Kid | Cry Cry Cry | 5:39 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| The Wagoner's Lad | The Duhks | 3:32 | |
| She's That Kind Of Mystery | Bill Morrissey | 3:29 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| Remember Wild Horses | Birds of Chicago | 4:46 | |
