| Across the Great Divide | Kate Wolf | 4:14 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Biloxi | Jesse Winchester | 3:19 | |
| Helpless | Molly Tuttle, Old Crow Medicine Show | 4:25 | |
| Unknown Legend | Caitlin Canty | 3:55 | |
| Sweet Tequila Blues | Chip Taylor, Carrie Rodriguez | 3:15 | |
| Mother Earth | Willie Watson | 3:36 | |
| Sugar Babe | Jesse Colin Young | 3:41 | |
| Hallelujah (Iām a Dreamer) | Luther Dickinson, Amy LaVere | 2:48 | |
| Train Home | Chris Smither | 4:25 | |
| Self Made Man | Rachel Baiman | 2:57 | |
| Lemons and Tangerines | AJ Lee & Blue Summit | 4:19 | |
| Buckets of Rain - Live | Neko Case | 2:48 | |
| Life is Fine | Tom Rush | 3:39 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Sweet Tooth | Dave Rawlings Machine | 5:20 | |
| Beauty Way | Eliza Gilkyson | 3:02 | |
| Way over Yonder in the Minor Key | Dave Carter & Tracy Grammer | 4:14 | |
| What Made Milwaukee Famous (Has Made A Loser Out Of Me) | Redbird | 3:10 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Wondering How | Pieta Brown | 3:06 | |
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| Brother's Keeper | Malcolm Holcombe, Iris DeMent | 2:43 | |
| No Later than Soon | Jim Lauderdale | 2:56 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| Sugar and Riley | Ray Bonneville | 3:34 | |
| Do La Lay | Jesse Winchester | 1:53 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| Charlie | Peter Mulvey | 3:09 | |
| Different Kind Of Gone | Mary Gauthier | 3:41 | |
| After the Storm | The Flatlanders | 3:52 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Clay Pigeons | Blaze Foley | 4:15 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Lint Head Gal | Phoebe Hunt, The Gatherers | 2:49 | |
| I Got Found | Sam Doores, Riley Downing, The Tumbleweeds | 3:37 | |
| Man at the Mill | Jake Xerxes Fussell | 3:10 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Birches | Bill Morrissey | 3:22 | |
| Dim Star Of The Palisades | Birds of Chicago | 2:58 | |
| Train Home | Chris Smither | 4:12 | |
| The West Was Burning | Martha Scanlan | 4:59 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
| No More Buffalo | James McMurtry | 7:19 | |
| Single Girl, Married Girl | Levon Helm | 3:19 | |
| Little Birds | Levon Helm | 4:41 | |
| Fishing With Bill | Bill Morrissey, Greg Brown | 4:32 | |
| Tennessee Jed | Levon Helm | 5:58 | |
