| That's How I Got to Memphis | Karl Blau | 4:03 | |
| Roll Um Easy | Little Feat | 2:31 | |
| When the Nights Are Cold | Joe Ely | 2:53 | |
| Old Shoes | Tom Waits | 4:25 | |
| The Last Waltz Suite: The Weight (feat. The Staples) | The Band, The Staple Singers | 4:35 | |
| Not A Dry Eye In The House | Jeannie Seely, Willie Nelson | 3:47 | |
| Come Back Little Star | Patterson Hood | 5:01 | |
| Dreamer | Amy LaVere, Will Sexton | 2:52 | |
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | |
| Powderfinger | Cowboy Junkies | 5:45 | |
| Songbird | Eric Clapton, Willie Nelson | 2:55 | |
| Younger Years | The Milk Carton Kids | 3:49 | |
| Juanita | Sturgill Simpson, Willie Nelson | 3:40 | |
| No Reason to Quit | Merle Haggard, Willie Nelson | 3:15 | |
| Genesis | Jorma Kaukonen | 4:18 | |
| Both Sides Now | Willie Nelson | 3:01 | |
| Misguided Angel | Cowboy Junkies | 4:52 | |
| Me and Bobby McGee | Kris Kristofferson | 4:20 | |
| Marlene | John Hiatt | 3:01 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Oh My Sweet Carolina | Ryan Adams | 4:56 | |
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| Rocky Mountain Healin' | Ray LaMontagne | 4:15 | |
| Reckless | Rodney Crowell | 3:30 | |
| A Horse In The Country | Cowboy Junkies | 3:50 | |
| Good Hearted Woman | Waylon Jennings | 3:01 | |
| If I Had a Heart | Slaid Cleaves | 3:46 | |
| Leaving Louisiana in the Broad Daylight | Rodney Crowell | 3:24 | |
| Maybe California | Neal Casal | 4:34 | |
| Anniversary Song | Cowboy Junkies | 3:10 | |
| The Watchman's Gone | Gordon Lightfoot | 4:18 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Wrote A Song For Everyone | Mavis Staples | 3:47 | |
| Motherless Children | Rosanne Cash | 3:06 | |
| Some Other Time, Some Other Place | Peter Wolf | 3:49 | |
| I Never Cared For You | Willie Nelson | 2:18 | |
| Stick with Me Baby | Robert Plant, Alison Krauss | 2:49 | |
| I Know Love Is All I Need | Rodney Crowell | 5:20 | |
| To Be Without You | Ryan Adams | 3:21 | |
| Shades Of Gray | Cry Cry Cry | 5:05 | |
| Hallelujah | Willie Nelson | 4:52 | |
| Dimming Of The Day / Dargai - Edit | Richard & Linda Thompson | 3:48 | |
| It Makes No Difference - Remastered 2000 | The Band | 6:34 | |
| Come What May | Colvin & Earle | 3:11 | |
| Mixtape | Tift Merritt | 3:18 | |
| You Ain't Going Nowhere | Nitty Gritty Dirt Band | 3:52 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
| Sing One With Willie | George Strait, Willie Nelson | 4:21 | |
| Sister Lost Soul | Alejandro Escovedo | 4:16 | |
| Lipstick Sunset | John Hiatt | 4:11 | |
