| The Dutchman Blues | Chip Taylor, The New Ukrainians | 3:52 | |
| Prairie Lullaby | The Wainwright Sisters | 3:27 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Bells Of Harlem | Dave Rawlings Machine | 4:07 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| She Had No Time to Get Ready She Just Was | Chip Taylor | 4:20 | |
| Those Eyes That Answer (Reprise) | Ryan Downey | 4:18 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| If I Needed You | Carrie Rodriguez | 4:16 | |
| I Thought That We Said Goodbye | Teddy Thompson, Kelly Jones | 2:39 | |
| Can You See Her in My Eyes | The Weather Station, Daniel Romano | 3:32 | |
| Loom of the Land | The Walkabouts | 5:58 | |
| The Partisan | Matthew Barber, Jill Barber | 4:16 | |
| Long Black Train | Richard Hawley | 4:13 | |
| Ether & Wood | Alela Diane | 4:23 | |
| One Red Rose | Jeffrey Foucault | 3:17 | |
| My Favorite Picture Of You | Guy Clark | 3:32 | |
| Did I Ever Love You | Leonard Cohen | 4:10 | |
| Ramblin' Blues | Mickey Newbury | 4:28 | |
| Scattered Leaves | The Be Good Tanyas | 4:47 | |
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| My Sweetheart | VanWyck | 3:13 | |
| I've Made Up My Mind to Give Myself to You | Bob Dylan | 6:32 | |
| Kathy's Song | The Secret Sisters | 3:43 | |
| Tell Me A Story | Po' Girl | 3:13 | |
| The Circle Game - 2008 Remaster | Tom Rush | 5:17 | |
| Come To Me | Marlon Williams | 3:15 | |
| Listen to You Breathe | VanWyck | 2:40 | |
| The Hurting Kind | John Paul White | 4:23 | |
| Me and Rohillio | Chip Taylor, The New Ukrainians | 4:46 | |
| Love You a Little Less | Ida Jenshus | 3:51 | |
| He Sits at My Table | Paal Flaata | 2:26 | |
| Lover's Lane | Micah P. Hinson | 3:02 | |
| The Ballad of Little Blackie | David Knopfler | 3:14 | |
| The Oil Rigs at Night | The Delines | 4:23 | |
| Mantlepiece | Lemoncello | 5:47 | |
| To the Stars | Applewood Road, Amber Rubarth, Amy Speace, Emily Barker | 3:10 | |
| I Will Die Alone | Jessie Payo | 2:50 | |
| Ego in a Bag | Sugarfoot, Ida Jenshus | 5:21 | |
| Tell Me True (feat. Adriel Denae) | Cory Chisel, Adriel Denae | 2:40 | |
| Cool Your Jets | The Delines | 4:19 | |
| Berkeley Girl | Harper Simon | 3:38 | |
| Animals on the Beach | Chip Taylor | 4:33 | |
| What Do You Want Me to Do | Mike Scott | 3:01 | |
| Emotionally Yours | Bettye LaVette | 5:24 | |
| Love In Wartime | Birds of Chicago | 5:49 | |
| Isolation Boredom Syndrome (IBS) | Ondara | 4:45 | |
| Angel Dream | Puss N Boots | 3:24 | |
| Chelsea Hotel No. 2 | Rufus Wainwright | 3:45 | |