| What They Say | Chris Smither | 2:46 | |
| Sweet Dreams | Chet Atkins, Mark Knopfler | 3:24 | |
| What A Wonderful World | Chris Botti, Mark Knopfler | 7:34 | |
| Long May You Run - 2008 Remaster | Emmylou Harris | 3:09 | |
| Trains and Boats and Planes | Laura Cantrell | 4:14 | |
| Girl She Used to Be | Chatham County Line | 2:50 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| The Captain's Daughter | Alison Krauss & Union Station | 4:57 | |
| John Hardy | Chris Smither | 3:12 | |
| Jukebox | The Honeycutters | 4:36 | |
| Please Baby | The Notting Hillbillies | 3:49 | |
| Baloney Again - Live | Paul Brady, Mark Knopfler | 6:05 | |
| Be My Love | Geraint Watkins | 2:54 | |
| Corina, Corina | Tom Rush | 3:27 | |
| I Like Ridin' | Chip Taylor | 2:06 | |
| One's On The Way (feat. Margo Price) | Loretta Lynn, Margo Price | 2:41 | |
| Losing it | Elliott Murphy | 4:48 | |
| I'm Looking for Blue Eyes | Shelby Lynne, Allison Moorer | 2:57 | |
| Tahitian Skies | Chet Atkins, Mark Knopfler | 3:18 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| The Thirty-third of August | Mickey Newbury | 5:42 | |
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| Guadalupe | Gretchen Peters | 5:39 | |
| Domestic Blues | Bap Kennedy | 2:57 | |
| Saving the Good Stuff for You | Richard Thompson | 3:54 | |
| Wonderful Land | Hank Marvin, Mark Knopfler | 2:24 | |
| Doncha Miss That Water | Malcolm Holcombe | 2:45 | |
| Love Has No Pride - 2008 Remaster | Bonnie Raitt | 3:48 | |
| Knee Deep in the Wakarusa River | Chuck Mead | 3:29 | |
| Dancing the Night Away - Remastered | Amazing Rhythm Aces | 5:40 | |
| 1917 | Linda Ronstadt, Emmylou Harris | 5:25 | |
| Billy 4 | Gretchen Peters | 5:36 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Let's Start Again | Bap Kennedy | 3:32 | |
| Life is Fine | Tom Rush | 3:39 | |
| Foolish | Ray Bonneville | 3:28 | |
| Those Memories of You - 2015 Remaster | Dolly Parton, Linda Ronstadt, Emmylou Harris | 4:00 | |
| Drift Away | Tom Rush | 3:40 | |
| Just Say She's A Rhymer | Mary Gauthier | 4:17 | |
| Paper Airplane | Alison Krauss & Union Station | 3:36 | |
| Rex's Blues | Ramblin' Jack Elliott, Nanci Griffith, Emmylou Harris | 2:38 | |
| Hopes Too High | Tift Merritt | 3:32 | |
| I Always Get Lucky With You | George Jones, Mark Knopfler | 3:14 | |
| Laid A Highway | Tift Merritt | 3:53 | |
| River Of Love | T Bone Burnett | 3:31 | |
| Secondary Waltz | Mark Knopfler | 3:43 | |
| Row Of Dominoes | Joe Ely | 3:38 | |
| Lights Of Taormina | Mark Knopfler | 6:09 | |
| Lost On The River | Mark Knopfler, Emmylou Harris | 3:03 | |
| Come What May | Colvin & Earle | 3:11 | |