| It Makes No Difference | Shannon McNally | 5:27 | |
| Wonder | Natalie Merchant | 4:26 | |
| Black Eyed Man | Cowboy Junkies | 3:16 | |
| One Too Many Mornings | Johnny Cash | 3:47 | |
| Mandolin Wind | Amy Helm | 5:52 | |
| Who Holds Your Hand | Patty Larkin | 3:07 | |
| Angelika | Gabriel Gordon, Natalie Merchant | 4:22 | |
| Tell Yourself - 2005 Version | Natalie Merchant | 5:05 | |
| 2 Dollar Shoes | Rosie Thomas | 3:10 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Hey Jack Kerouac | 10,000 Maniacs | 3:26 | |
| After the Gold Rush | k.d. lang | 4:00 | |
| This Morning I Am Born Again | Lucy Kaplansky | 3:06 | |
| Sylvie | Sweet Honey In The Rock | 2:03 | |
| I'm Looking for Blue Eyes | Shelby Lynne, Allison Moorer | 2:57 | |
| Mutineer | Jason Isbell, Amanda Shires | 3:01 | |
| Where I Go | Natalie Merchant | 4:02 | |
| The Water is Wide | John Gorka | 4:28 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| End of the Day | Lucy Kaplansky | 4:10 | |
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| Love Will Win the War | Darden Smith | 3:54 | |
| Saving the Good Stuff for You | Richard Thompson | 3:54 | |
| Bohemian Wedding Song | Shannon McNally | 5:49 | |
| Plow To The End Of The Row | Adrienne Young, Little Sadie | 3:16 | |
| Ghost Bird | Amanda Shires | 3:47 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Long Way | Antje Duvekot | 6:07 | |
| Close the Door Lightly When You Go | Richard Barone, Allison Moorer | 3:48 | |
| What Does It Mean to Travel | Mary Chapin Carpenter | 3:09 | |
| Song For A Deck Hands Daughter | James McMurtry | 3:30 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| I Want to See the Bright Lights Tonight | Dori Freeman | 3:14 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| Say Grace | Sam Baker | 4:19 | |
| Down At The Sea Hotel | Lynn Miles, Guy Davis, Eliza Gilkyson, Lucy Kaplansky, John Gorka | 4:11 | |
| South of Nowhere | Po' Girl | 2:50 | |
| Poor Wayfaring Stranger | Natalie Merchant | 4:16 | |
| Cricket (At Night I Can Fly) | Amy LaVere, Will Sexton | 2:51 | |
| Troubles | Tara Nevins | 4:03 | |
| I Have A Need For Solitude | Mary Chapin Carpenter | 3:43 | |
| Tell Moses | Colvin & Earle | 3:41 | |
| Only Once | Maria McKee | 4:04 | |
| The Lowlands | Nitty Gritty Dirt Band, Jamie Hanna, Jonathan McEuen | 3:50 | |
| How Deep In The Valley | Sarah Harmer | 5:07 | |
| Remember Me This Way | Steve Martin, Edie Brickell | 3:30 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Me By The Sea | Edie Brickell & New Bohemians | 3:04 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |