| To Be Held | Slaid Cleaves | 3:18 | |
| Annabelle | Gillian Welch | 4:04 | |
| You and I | Foy Vance, Bonnie Raitt | 4:29 | |
| Pale Fire | Amanda Shires | 3:16 | |
| Take Me With You When You Go | Lori McKenna | 3:52 | |
| I'm Not Afraid Anymore | Applewood Road, Emily Barker, Amber Rubarth, Amy Speace | 3:15 | |
| Guinevere | Lucy Kaplansky | 4:20 | |
| Slow Surprise | Chris Smither | 3:42 | |
| Out Of Time | Catherine MacLellan | 4:28 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Where Have All the Flowers Gone | Eliza Gilkyson | 4:41 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Angel from Montgomery | Bonnie Raitt | 4:11 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Lovin' Eyes | Applewood Road, Amber Rubarth, Amy Speace, Emily Barker | 2:15 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| Ordinary Town | Dave Carter, Tracy Grammer | 2:48 | |
| Song Of The Wandering Aengus | Caroline Herring | 3:32 | |
| Promises to Keep | Eliza Gilkyson | 4:23 | |
| Land of the Bottom Line | John Gorka | 3:33 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
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| Homeless | Kris Delmhorst | 4:44 | |
| All That You Know | John Fullbright | 6:32 | |
| A Mother Never Rests | Lori McKenna | 2:45 | |
| What You Love Will Break Your Heart | Ben Glover, Amy Speace | 3:22 | |
| I Can't Wait | Kieran Kane, Kevin Welch, Fats Kaplin | 3:31 | |
| I Thought That We Said Goodbye | Teddy Thompson, Kelly Jones | 2:39 | |
| Just You Tonight | Lucy Kaplansky | 3:59 | |
| Long Way | Antje Duvekot | 6:07 | |
| Josephine | Applewood Road, Amy Speace, Amber Rubarth, Emily Barker | 3:13 | |
| When You're Ready | Molly Tuttle | 3:47 | |
| Wish for You | Allison Moorer | 3:24 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Lullabye Under the Willow | Amy Speace | 3:59 | |
| The Fall | Reina del Cid | 3:21 | |
| I Saw A Stranger With Your Hair | John Gorka | 4:03 | |
| All the Way Around | Kris Delmhorst | 3:53 | |
| Summer Wages | Matthew Barber, Jill Barber | 4:28 | |
| Give Me Love | Amy Speace, The Orphan Brigade | 3:03 | |
| I Should Have Said | Bap Kennedy | 3:17 | |
| My Love (The Storm) | Amanda Shires | 3:37 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Very First Time | John Fullbright | 2:42 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Scavenger | Lucy Kaplansky | 4:02 | |
| Into the Sun | Watchhouse | 3:52 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Oleander | Sarah Harmer | 3:28 | |
| The Grass Is Blue | Norah Jones, Puss N Boots | 4:12 | |