| Lay Down Your Burden | Jesse Winchester | 4:06 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Southbound Train - Remastered Version | Graham Nash, David Crosby | 3:55 | |
| A Perfect World | Kate Campbell | 3:17 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Last Night Of The World | Bruce Cockburn | 4:51 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Shanty | Jonathan Edwards | 2:35 | |
| (What A) Wonderful World | David Bromberg | 3:23 | |
| If I Just Knew What to Say - Remastered | Amazing Rhythm Aces | 2:05 | |
| Bohemian Wedding Song | Shannon McNally | 5:49 | |
| Both Sides Now | Kate Wolf | 5:19 | |
| Bird On the Wire | Tim Hardin | 5:27 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Different When It Comes To You | Bruce Cockburn | 2:57 | |
| Silver And Blue | Michael McNatt, X-Factor | 4:15 | |
| It's a Shame About Him | Jesse Winchester | 4:08 | |
| Before the Deluge - 2014 Remaster | Jackson Browne | 6:21 | |
| West Texas Heaven | Kimmie Rhodes | 3:07 | |
| The Thirty-third of August | Mickey Newbury | 5:42 | |
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| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| Downtown Tonight | John Gorka | 3:05 | |
| Get Together - SongAid | Jesse Colin Young, Steve Miller | 4:49 | |
| Take It Easy | Jackson Browne | 3:51 | |
| Sit Down Servant | Jackson Browne & David Lindley | 4:04 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Honky Tonk Stardust Cowboy | Jonathan Edwards | 3:33 | |
| Sham-a-Ling-Dong-Ding | Jesse Winchester | 4:03 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| The Road | Danny O'Keefe | 3:49 | |
| Deep Water | Amy Helm | 4:08 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| These Days | Gregg Allman | 3:57 | |
| Till The Rivers All Run Dry | Pete Townshend, Ronnie Lane | 3:52 | |
| Inside | Bill Morrissey | 2:59 | |
| The River Knows Your Name | John Hiatt | 4:25 | |
| Change Of Heart | Teddy Thompson | 3:05 | |
| Laid A Highway | Tift Merritt | 3:53 | |
| Best Of All Possible Worlds | The Little Willies | 3:10 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Just A Wave, Not The Water | Jimmie Dale Gilmore | 4:47 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Today Is The Highway | Eric Andersen | 2:26 | |
| Alabama Song | Allison Moorer | 3:53 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| Roll On | The Little Willies | 3:06 | |