| The Time I've Wasted | Lori McKenna | 3:33 | |
| Clear Blue Eyes | Amos Lee | 3:23 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Prayer in Open D | Shannon McNally | 3:55 | |
| Hard Promises to Keep | Kimmie Rhodes | 4:49 | |
| I Can't Wait | Kieran Kane, Kevin Welch, Fats Kaplin | 3:31 | |
| Better at Lying | Teddy Thompson, Kelly Jones | 2:54 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| One Day I Walk | Bruce Cockburn | 3:08 | |
| Lucky Man | David Francey | 3:34 | |
| Tillman Co. | Dave Carter, Tracy Grammer | 3:26 | |
| A Thousand Lovers | Lynn Miles | 3:34 | |
| Ten Year Night | Lucy Kaplansky | 5:12 | |
| Leaving Louisiana in the Broad Daylight | Rodney Crowell | 3:24 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Me and Bobby McGee | Gordon Lightfoot | 3:46 | |
| City of New Orleans (Studio Cut) | Steve Goodman | 3:52 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Across the Great Divide | Nanci Griffith | 3:57 | |
| To Ramona | Sinéad Lohan | 3:43 | |
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| Better Times Will Come | Diana Jones | 2:53 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Uphill | Lori McKenna | 3:01 | |
| Summerfly | Maura O'Connell | 3:06 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Like My Watch | John Gorka | 1:33 | |
| Song for the Life | Rodney Crowell | 4:42 | |
| Just for Tonight | Phoebe Hunt, The Gatherers | 3:29 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| The Circle Game - 2008 Remaster | Tom Rush | 5:17 | |
| The Ransom | Madison Violet | 3:37 | |
| Light As a Fire | The Stray Birds | 3:26 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| Wimoweh | Nanci Griffith | 1:47 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Rachamid a Bhean Bheag | The Chieftains, Nanci Griffith, Roger Daltrey | 10:20 | |
| Going To The Country | Bruce Cockburn | 3:16 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
| Swept Away | Missy Raines, Alison Brown, Becky Buller, Molly Tuttle, Sierra Hull | 3:56 | |
| My Heart Skips A Beat | The Secret Sisters | 2:23 | |
| Something In The Rain | Tish Hinojosa | 5:03 | |
| Good Hearted Man | Tift Merritt | 3:39 | |
| St. Olav's Gate | Tom Russell, Nanci Griffith | 3:10 | |
| Memphis | Cry Cry Cry | 4:55 | |
| That's What Makes You Strong | Claire Lynch, Jesse Winchester | 3:47 | |
| Poor Boy's Delight | The Infamous Stringdusters | 4:07 | |
| Cold Hearts / Closed Minds | Nanci Griffith | 2:43 | |
| Summer's Almost Over | Cheryl Wheeler | 3:07 | |