| Better Times Will Come | Diana Jones | 2:53 | |
| Where I Go | Natalie Merchant | 4:02 | |
| Do It | Jesse Winchester | 1:27 | |
| Power and Glory | Dave Carter, Tracy Grammer | 2:45 | |
| In Spite of Ourselves | Iris DeMent | 3:04 | |
| Unknown Legend | Caitlin Canty | 3:55 | |
| Dangerous Fun | Jesse Winchester | 2:05 | |
| Mama Don't Cry | I Draw Slow | 4:09 | |
| Safety Joe | John Prine | 3:58 | |
| Let the Mystery Be | 10,000 Maniacs | 3:08 | |
| Because I Could Not Stop For Death | Susan McKeown | 3:50 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Too Late To Turn Back Now | Hem | 3:08 | |
| Nursery Rhyme of Innocence and Experience | Natalie Merchant | 5:11 | |
| In a Town This Size (feat. Dolores Keane) | John Prine, Dolores Keane | 3:31 | |
| To Live's to Fly | Townes Van Zandt | 3:39 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Boundless Love | John Prine | 3:35 | |
| The Bonny Light Horseman | Lúnasa, Natalie Merchant | 6:05 | |
| Hush, Sorrow | Buddy & Julie Miller, Buddy Miller, Julie Miller | 4:02 | |
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| Two of Us | Aimee Mann | 3:30 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| When The Spell Is Broken | Bonnie Raitt | 5:16 | |
| Order 1081 (feat. Natalie Merchant) | David Byrne, Fatboy Slim, Natalie Merchant | 5:47 | |
| Noah's Dove | 10,000 Maniacs | 4:30 | |
| Misty Mountain | Ferron | 5:09 | |
| Me And That Train | Patty Larkin | 5:01 | |
| Cattle Call | Buddy Miller | 4:11 | |
| Dear Mary | Linda Thompson, Teddy Thompson, Kamila Thompson, Richard Thompson | 3:29 | |
| Not California | Hem | 4:15 | |
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| When They Ring Them Golden Bells / Ophelia Reprise - with Hidden Track- Ophelia Reprise | Natalie Merchant | 9:33 | |
| Washing Machine | Amy LaVere | 2:56 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Lost John Dean | Kieran Kane, Kevin Welch, Fats Kaplin | 3:26 | |
| Running Up The Stairs | Leo Kottke | 3:15 | |
| The Worst Thing | Natalie Merchant | 5:44 | |
| Poor Girl - Rhude | Po' Girl | 3:21 | |
| Tenessee Stud | The Little Willies | 3:49 | |
| The West Was Burning | Martha Scanlan | 4:59 | |
| Who Will Take My Place? | The Duhks | 3:39 | |
| Oak Cliff Bra | Edie Brickell & New Bohemians | 1:28 | |
| Fast Food | Richard Thompson | 2:45 | |
| Went To See The Gypsy | Martha Scanlan | 3:32 | |
| Get Along Stray Dog | Steve Martin, Edie Brickell | 2:10 | |
| She | Edie Brickell & New Bohemians | 5:07 | |
| Your Way Home | Donna The Buffalo | 3:18 | |
