| The Long Road | Cliff Eberhardt | 5:50 | |
| John Hardy | Chris Smither | 3:12 | |
| I Thought That We Said Goodbye | Teddy Thompson, Kelly Jones | 2:39 | |
| My Love for You Will Not Fade | Caitlin Canty | 3:52 | |
| Hummingbird | Kris Delmhorst | 4:33 | |
| A Thousand Lovers | Lynn Miles | 3:34 | |
| Persuasion | Richard Thompson | 3:54 | |
| Louise - 2008 Remaster | Bonnie Raitt | 2:45 | |
| Where Will You Be | Sara Watkins | 3:41 | |
| Slow Surprise | Chris Smither | 3:42 | |
| Way over Yonder in the Minor Key | Dave Carter & Tracy Grammer | 4:14 | |
| Long Black Wall | Josh Joffen, Lillie Palmer, Lillie Gutkin, John Gorka, Richard Meyer | 4:27 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Tenderhearted | Sara Watkins | 2:54 | |
| Iowa | Dar Williams | 4:47 | |
| Can’t Get Over It | John Gorka | 3:32 | |
| One Hell Of A Life | Katell Keineg | 3:35 | |
| Johnny Was A Pyro | Patty Larkin | 3:41 | |
| Homeless | Kris Delmhorst | 4:44 | |
| Old Before Your Time (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:03 | |
| Perfect Moment | Darden Smith | 4:28 | |
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| Do La Lay | John Gorka | 1:50 | |
| April Come She Will | Tracy Grammer | 2:06 | |
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| Weatherman | Kris Delmhorst | 5:01 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| Long May You Run | Nils Lofgren | 3:21 | |
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | |
| Black Mountain Lullaby | Caroline Herring | 4:11 | |
| The Raven's Sun | Catherine MacLellan | 3:18 | |
| Going Going Gone | Watkins Family Hour, Sara Watkins, Sean Watkins | 3:12 | |
| Geza's Wailing Ways | Mark Dann, John Gorka | 3:53 | |
| Ah, Me | Amelia Curran | 4:10 | |
| High Horse | John Gorka | 3:00 | |
| Tanglewood Tree | Dave Carter, Tracy Grammer | 3:42 | |
| Safe Home | James Keelaghan | 2:58 | |
| I'd Want You | Over the Rhine | 4:22 | |
| Way I Am | Martin Sexton | 5:11 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| All of My Memories | Kathleen Edwards | 4:56 | |
| Pale Moon | Shannon McNally | 5:12 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| Lord, I Have Made You A Place In My Heart | Cry Cry Cry | 3:34 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| Lay Down Your Weary Tune | Tim O'Brien | 3:28 | |
| By Way Of Sorrow | Cry Cry Cry | 3:02 | |
| Stones in the River | Carrie Newcomer | 3:42 | |
| Summer's Almost Over | Cheryl Wheeler | 3:07 | |