| Down in the Water | Mipso | 2:47 | |
| La Última Vez | Carrie Rodriguez | 4:28 | |
| My Remembrance of You | Diana Jones | 3:40 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Christopher Street | Yarn | 3:40 | |
| Deep Blue Sea | Dead Horses | 4:03 | |
| Stitch In Time | Pharis & Jason Romero | 3:51 | |
| I Dreamed I Was Lola Beltrán | Carrie Rodriguez | 5:23 | |
| My Sweet Evangeline | Dan Browning | 3:00 | |
| A Perfect World | Kate Campbell | 3:17 | |
| After the Storm | The Flatlanders | 3:52 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Me and Rohillio | Chip Taylor, The New Ukrainians | 4:46 | |
| Brixton | Jon Langford, Chip Taylor | 3:22 | |
| Two Gunslinger | Mirabelle Defoe | 3:27 | |
| All the Way to Amsterdam | Greg Trooper | 2:59 | |
| Like My Watch | John Gorka | 1:33 | |
| I Wish We Had Our Time Again | Todd Snider | 2:28 | |
| You Don't Have the Heart for It | Red Molly | 3:49 | |
| Don't Fight The Feeling | Never Come Down | 3:52 | |
| Farewell to Fiddler's Rim | Dave Carter, Tracy Grammer | 2:12 | |
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| She's a River | Gurf Morlix | 4:28 | |
| The Storms Are On The Ocean | Richard Shindell | 3:19 | |
| Pretty Bird (with Laurie Lewis) | Linda Ronstadt, Laurie Lewis | 2:38 | |
| Driving | Po' Girl | 3:48 | |
| What It Takes | Fred Eaglesmith | 3:57 | |
| Long May You Run | Sarah Jane Scouten, The Paperboys | 3:57 | |
| Flying Red Horse | John Gorka | 4:17 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Little Angel, Little Brother | Lucinda Williams | 4:42 | |
| Baby Can I Crawl Back To You | Gurf Morlix | 2:25 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Bittersweet Grand Canyon | Kirsten Jones, Suzie Ungerleider | 4:19 | |
| Let's Just Have Supper | Nora Jane Struthers, Korby Lenker | 3:26 | |
| You Are My Home | Amanda Shires | 3:39 | |
| Willow Tree | Red Molly | 2:47 | |
| Buffalo Gals Redux | Eliza Gilkyson | 2:39 | |
| Angels and Acrobats | Rod Picott | 2:55 | |
| Texas Tornado | The Stoplight Flyers | 4:56 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Come See About Me | Tom Rush | 2:50 | |
| Doncha Miss That Water | Malcolm Holcombe | 2:45 | |
| Bramble Rose | Tift Merritt | 4:30 | |
| That's What Makes You Strong | Jesse Winchester | 3:10 | |
| When I Get A Little Money | Chris Hillman | 2:32 | |
| Dim Star Of The Palisades | Birds of Chicago | 2:58 | |
| Blackjack David | Dave Alvin | 4:59 | |