| Sing My Sister Down | The Henry Girls | 3:54 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| When They Ring Them Golden Bells / Ophelia Reprise - with Hidden Track- Ophelia Reprise | Natalie Merchant | 9:33 | |
| A Few Simple Words | Cowboy Junkies | 3:39 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| As I Went Out One Morning | Thea Gilmore | 4:04 | |
| Your Lonely Heart | Carrie Rodriguez | 2:58 | |
| Please Help Me, I'm Falling | Kieran Kane, Rayna Gellert | 3:34 | |
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | |
| The Devil's Paintbrush Road | The Wailin' Jennys | 3:47 | |
| Ten Year Night | Lucy Kaplansky | 5:12 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Spring Wind | Greg Brown | 4:34 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Cricket (At Night I Can Fly) | Amy LaVere, Will Sexton | 2:51 | |
| Here In the Going Going Gone | Greg Brown | 3:49 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Down The Mountain | Robinella | 3:09 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
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| Saving the Good Stuff for You | Richard Thompson | 3:54 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Small Of My Heart | Madison Violet | 4:17 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Lulu | Natalie Merchant | 4:15 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Waves | Sam Baker | 5:59 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | |
| Maria | I Draw Slow | 3:07 | |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Steal Your Heart Away | Watkins Family Hour, Sara Watkins, Sean Watkins | 2:45 | |
| Long Way | Antje Duvekot | 6:07 | |
| The Gift | Lucy Kaplansky | 3:43 | |
| Apocalypso | I Draw Slow | 3:12 | |
| Poor Boy's Delight | The Infamous Stringdusters | 4:07 | |
| Who Will Take My Place? | The Duhks | 3:39 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Wayward Wind | Mary McCaslin | 3:29 | |
| Guadalupe | Tom Russell | 6:04 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| Remember Wild Horses | Birds of Chicago | 4:46 | |
| When Sinatra Played Juarez | Tom Russell | 3:37 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Arrow | Cheryl Wheeler | 4:20 | |
| Ring Them Bells | Sarah Jarosz | 3:30 | |
| Six O'Clock News | Kathleen Edwards | 4:36 | |