| The Call | Catherine MacLellan | 3:12 | |
| Maiden Voyage | Caroline Herring | 3:41 | |
| The Last Bus | Zoe Muth | 5:59 | |
| Dark Eyed Gal (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:58 | |
| Unknown Legend | Caitlin Canty | 3:55 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| It's a Shame About Him | Jesse Winchester | 4:08 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Ballad of the Absent Mare | Perla Batalla | 6:16 | |
| The Circle Game - 2008 Remaster | Tom Rush | 5:17 | |
| The Meadow | Mary Gauthier | 4:38 | |
| Little Again | The Secret Sisters | 4:03 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| Who Carried You | Malcolm Holcombe | 3:27 | |
| Buckets of Rain - Live | Neko Case | 2:48 | |
| Different Kind Of Gone | Mary Gauthier | 3:41 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| Domestic Blues | Bap Kennedy | 2:57 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| You Give it All Away | Dar Williams | 2:47 | |
| Say Grace | Sam Baker | 4:19 | |
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| Whiskey and Tears | Lynne Hanson | 4:00 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Outnumbered | John Gorka | 2:05 | |
| Senor (Tales Of Yankee Power) | Richard Shindell | 4:53 | |
| Believe (feat. Mary Gauthier) | Homesick Hank, Mary Gauthier | 5:33 | |
| Dark Enough to See the Stars | Mary Gauthier | 4:02 | |
| Angel from Montgomery | Bonnie Raitt | 4:11 | |
| Hard Promises to Keep | Kimmie Rhodes | 4:49 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Land of the Bottom Line | John Gorka | 3:33 | |
| The Raven's Sun | Catherine MacLellan | 3:18 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| You Don't Have the Heart for It | Red Molly | 3:49 | |
| River Song | Tom Rush | 3:56 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Tattooed | John Gorka | 3:41 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Feathers & Wishbones | Amy Speace | 2:22 | |
| Dim Star Of The Palisades | Birds of Chicago | 2:58 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Wildflowers | Chris Hillman | 2:51 | |
| I Remember | T Bone Burnett | 3:40 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| She's Lazy | Sinéad Lohan | 2:56 | |
| Color Of Love | Birds of Chicago | 3:24 | |
| Kind Woman | Chris Smither | 3:50 | |
| Danny’s Song | Tift Merritt | 2:08 | |
