| When The Night Was Young | Robbie Robertson | 5:04 | |
| What Do You Want Me to Do | Mike Scott | 3:01 | |
| Yakety Axe | Chet Atkins, Mark Knopfler | 3:24 | |
| Old Pigweed | Mark Knopfler | 4:34 | |
| A touch of kindness | Elliott Murphy | 5:22 | |
| Truth For A Truth | Jakob Dylan | 3:35 | |
| Irene Wilde | Alejandro Escovedo | 2:51 | |
| Different World | Guy Fletcher, Mark Knopfler | 4:42 | |
| Just In Time | Chet Atkins, Mark Knopfler | 4:11 | |
| Sarah | Jon Allen, Mark Knopfler | 3:25 | |
| Sweetheart Like You | Rod Stewart | 4:54 | |
| Better Days | Elliott Murphy | 3:54 | |
| This Land Is Your Land (with Sweet Honey In The Rock, Doc Watson & The Little Red School House Chorus) | Pete Seeger, Sweet Honey In The Rock, Doc Watson, The Little Red School House Chorus | 3:45 | |
| Santa Fe | Eilen Jewell | 4:32 | |
| I Shall Be Released (with Fleet Foxes) - Live | Wilco, Fleet Foxes | 3:33 | |
| Oh Susanna | The Be Good Tanyas | 4:20 | |
| Tower Song | Townes Van Zandt | 3:02 | |
| Hope I Don't Fall in Love with You | Tom Waits | 5:01 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Sleep Song (Demo) - 2021 Remaster | Crosby, Stills, Nash & Young | 3:01 | |
| Mama You've Been On My Mind / A Fraction of Last Thoughts on Woody Guthrie | Jack Johnson | 4:21 | |
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| Ballad of Easy Rider | The Byrds | 2:04 | |
| Sabine River | Ray Bonneville | 4:46 | |
| I Like Ridin' | Chip Taylor | 2:06 | |
| Closer To The Light | Bruce Cockburn | 4:10 | |
| The Ballad of Little Blackie | David Knopfler | 3:14 | |
| Pocahontas (Live) | Gillian Welch | 4:43 | |
| Romeo | Patti Scialfa | 5:10 | |
| Everett Ruess | Dave Alvin | 4:51 | |
| Restless Farewell | Mark Knopfler | 5:51 | |
| Snowin' on Raton | Gretchen Peters | 4:23 | |
| I Threw It All Away | Elvis Costello | 3:23 | |
| Feel Like Going Home | The Notting Hillbillies | 4:52 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Fading Memory | Eilen Jewell | 3:43 | |
| Imagine | Chet Atkins, Mark Knopfler | 2:48 | |
| Half A Million Miles | The Kennedys | 3:45 | |
| Train To Nowhere | Eric Clapton, Mark Knopfler, Don White | 4:51 | |
| Spanish Boots of Spanish Leather | Ewan McLennan | 4:04 | |
| She Is so Beautiful | Mike Scott | 3:56 | |
| Everybody's Hurting | Jakob Dylan | 3:40 | |
| Run Me Down | The Notting Hillbillies | 2:24 | |
| Katie Belle | Townes Van Zandt | 3:13 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| Gone To Shiloh | Elton John, Leon Russell | 4:50 | |
| You Took My Breath Away | Traveling Wilburys | 3:18 | |
| Seattle | Mark Knopfler | 4:16 | |
| Lou Reed | The Little Willies | 4:16 | |
| Celluloid Heroes | Ray Davies | 5:20 | |