| Me and Bobby McGee | Gordon Lightfoot | 3:46 | |
| Slowpoke | Crosby, Stills, Nash & Young | 4:31 | |
| I Forgive It All | Mudcrutch | 4:13 | |
| Not Lonely | Eliza Gilkyson | 4:13 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Shiver Me Timbers | Tom Waits | 4:26 | |
| The Ransom | Madison Violet | 3:37 | |
| Everybody Lies | Leo Kottke | 2:49 | |
| Are You Tired of Me My Darling? | Ciaran Tourish, Alison Krauss, Tim O'Brien, Jerry Douglas | 3:41 | |
| Where Have All the Flowers Gone | Eliza Gilkyson | 4:41 | |
| 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 | |
| Toulouse Street | The Doobie Brothers | 3:20 | |
| Whiskey Lullaby (feat. Alison Krauss) | Brad Paisley, Alison Krauss | 4:19 | |
| Emmylou | First Aid Kit | 4:18 | |
| Beauty Way | Eliza Gilkyson | 3:02 | |
| Kathy's Song | The Secret Sisters | 3:43 | |
| The Swimming Song | Loudon Wainwright III | 2:27 | |
| Rumble Doll | Patti Scialfa | 3:25 | |
| Close the Door Lightly When You Go | Richard Barone, Allison Moorer | 3:48 | |
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| Sweet Is the Melody | Iris DeMent | 3:41 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Journey Through the Past | Neil Young with The Stray Gators | 2:21 | |
| Early Morning Rain | Gordon Lightfoot | 3:18 | |
| Man of God | Eliza Gilkyson | 4:27 | |
| When You're My Age (feat. Hillary Lindsey & Liz Rose) | Lori McKenna, Liz Rose, Hillary Lindsey | 5:11 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| Carmelita | Warren Zevon | 3:34 | |
| Where I'm From | Shelby Lynne | 3:50 | |
| Song for the North Star | Jorma Kaukonen | 2:52 | |
| Far Away Eyes - Remastered | The Rolling Stones | 4:23 | |
| Gone Gone Gone (Done Moved On) | Robert Plant, Alison Krauss | 3:32 | |
| Take Me Back | Sarah Jarosz | 2:34 | |
| Somebody's Crying | Chris Isaak | 2:48 | |
| Tweeter And The Monkey Man | Traveling Wilburys | 5:27 | |
| Down To The River To Pray - From “O Brother, Where Art Thou” Soundtrack | Alison Krauss | 2:56 | |
| If I Needed You | Townes Van Zandt | 3:44 | |
| Cindy, I'll Marry You Someday | Robert Plant | 3:36 | |
| Broken Arrow | Robbie Robertson | 5:23 | |
| You Ain't Going Nowhere | Nitty Gritty Dirt Band | 3:52 | |
| Corrina, Corrina | Boz Scaggs | 3:45 | |
| Your Long Journey | Robert Plant, Alison Krauss | 3:54 | |
| Waiting For The Sun | The Jayhawks | 4:20 | |
| Rich Woman | Robert Plant, Alison Krauss | 4:03 | |
| Mandolin Wind | Rod Stewart | 5:36 | |
| She Never Could Resist A Winding Road | Richard Thompson | 4:27 | |
| Just Like A Woman | Richie Havens | 4:46 | |
| Through the Morning, Through the Night | Robert Plant, Alison Krauss | 4:00 | |