| Taxes on the Farmer Feeds Us All | Ry Cooder | 3:56 | |
| I Should Have Said | Bap Kennedy | 3:17 | |
| The Night You Wrote That Song | Gretchen Peters | 4:55 | |
| Wild West End | Dire Straits | 4:41 | |
| We Could Fly | Rhiannon Giddens | 4:52 | |
| Country Road - 2019 Remaster | James Taylor | 3:22 | |
| Peaceful Easy Feeling - 2013 Remaster | Eagles | 4:17 | |
| Graceland | Justin Townes Earle | 3:14 | |
| Trouble | Ray LaMontagne | 4:01 | |
| Since You Went Away | Kris Delmhorst | 3:06 | |
| The Only Living Boy in New York | Simon & Garfunkel | 3:58 | |
| Shimnavale | Bap Kennedy | 5:06 | |
| Wasted on the Way - 2005 Remaster | Crosby, Stills & Nash | 2:51 | |
| One More Night In Brooklyn | Justin Townes Earle | 3:04 | |
| Sunday Mornin' Comin' Down | Kris Kristofferson | 4:30 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| Dry Lightning | Bruce Springsteen | 3:30 | |
| Slowpoke | Crosby, Stills, Nash & Young | 4:31 | |
| Down On Our Own Shield | Jakob Dylan | 3:40 | |
| Bird on a Wire | k.d. lang | 4:28 | |
| The Great Correction | Eliza Gilkyson | 5:04 | |
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| If We Don't (with Alison Krauss) - from the Dumplin' Original Motion Picture Soundtrack | Dolly Parton, Rhonda Vincent, Alison Krauss | 2:28 | |
| Helplessly Hoping - 2005 Remaster | Crosby, Stills & Nash | 2:37 | |
| Rainy Night In Georgia | Hem | 4:30 | |
| Helpless | k.d. lang | 4:17 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Moonlight Motel | Bruce Springsteen | 4:18 | |
| Kathy's Song | The Secret Sisters | 3:43 | |
| Oh My Sweet Carolina | Ryan Adams | 4:56 | |
| What It Takes | Fred Eaglesmith | 3:57 | |
| Down To Believing | Allison Moorer | 4:58 | |
| Willin' | Little Feat | 2:54 | |
| Waltz of the Wind (feat. Alison Krauss, Sam Bush) | Ledward Kaapana, Alison Krauss, Sam Bush | 3:33 | |
| When The Night Was Young | Robbie Robertson | 5:04 | |
| Against The Wind | Bob Seger | 5:33 | |
| Morning | Sarah Jarosz | 3:28 | |
| The Only Sound That Matters | Robert Plant | 3:43 | |
| Didn't Leave Nobody But The Baby | Emmylou Harris, Alison Krauss, Gillian Welch | 1:57 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| Please Read The Letter | Robert Plant, Alison Krauss | 5:53 | |
| Graduation Day | Chris Isaak | 3:10 | |
| Robbed Blind | Keith Richards | 4:00 | |
| Blue As You | Shawn Mullins | 3:14 | |
| Sister Rosetta Goes Before Us | Robert Plant, Alison Krauss | 3:25 | |
| The Weary Kind | Ryan Bingham | 4:18 | |
| San Francisco Days | Chris Isaak | 2:58 | |
| Gone Gone Gone (Done Moved On) | Robert Plant, Alison Krauss | 3:32 | |
| Last Kind Words Blues | Robert Plant, Alison Krauss | 4:06 | |
