| The Trip | Dave Rawlings Machine | 10:55 | ||
| Dancing on the Wing | The Felice Brothers | 4:28 | ||
| Make Me a Pallet on Your Floor | Gillian Welch | 2:46 | ||
| Salome | Old 97's | 4:07 | ||
| For The Turnstiles | The Be Good Tanyas | 4:26 | ||
| Palmyra | Jolie Holland, Marc Ribot | 4:33 | ||
| Orphan Girl | Gillian Welch | 3:56 | ||
| Boxcar | Shovels & Rope | 4:41 | ||
| Come Back Little Star | Patterson Hood | 5:01 | ||
| Wine Lips | Lydia Loveless | 3:42 | ||
| All in Down and Out | Jake Xerxes Fussell | 3:13 | ||
| Bend In The Water | Kacy & Clayton | 3:26 | ||
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | ||
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | ||
| Three Chords | Dan Reeder | 0:59 | ||
| You Got to Me | James McMurtry | 5:23 | ||
| Oyster and Pearl | Amy Ray, Phil Cook, Brad Cook, Justin Vernon | 4:00 | ||
| Push Boat | Jake Xerxes Fussell | 5:47 | ||
| Didn't Leave Nobody but the Baby | Carey Mulligan, Gillian Welch, Rhiannon Giddens | 2:06 | ||
| She - 2002 Remaster | Gram Parsons | 5:01 | ||
| Second Option | Caitlin Cary, Thad Cockrell | 3:15 | ||
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| Grave Angels | Joe Henry | 5:31 | ||
| Blue and Wonder | Richard Buckner | 3:47 | ||
| Lua | Conor Oberst, Gillian Welch | 5:53 | ||
| Missing Wind | Daniel Romano | 3:00 | ||
| Oh Babe It Ain't No Lie | Gillian Welch, David Rawlings | 4:24 | ||
| Stadium Inn | Jonny Fritz | 2:44 | ||
| My Winding Wheel | Ryan Adams | 3:12 | ||
| I Hear Them All | Dave Rawlings Machine | 2:27 | ||
| Lost In The Backyard | James McMurtry | 4:11 | ||
| Boots of Spanish Leather | Nanci Griffith | 5:17 | ||
| The Littlest Birds | The Be Good Tanyas | 4:09 | ||
| Scarlet Town | Gillian Welch | 3:40 | ||
| Katie Dear | The Felice Brothers | 3:58 | ||
| Calgary | Kacy & Clayton | 3:11 | ||
| Candy | Dave Rawlings Machine | 4:10 | ||
| Nothing | Daniel Romano | 2:55 | ||
| She Loves Me | James McMurtry | 3:01 | ||
| Unsophisticated Heart | Joe Pug | 3:06 | ||
| Big Sur | Jay Farrar, Benjamin Gibbard | 3:24 | ||
| The Asp and the Albatross | Freakwater | 3:10 | ||
| Banks Of The Pontchartrain | Nanci Griffith | 3:46 | ||
| Lo-Fi Tennessee Mountain Angel (For Kathy Poindexter) | Whiskeytown | 4:32 | ||
| Blue Wing | Dave Alvin | 3:43 | ||
| Mercury | Kathleen Edwards | 3:31 | ||
| Big Things | Ted Hawkins | 2:42 | ||
| Too Drunk To Dream | Whiskeytown | 2:53 | ||
| Six O'Clock News | Kathleen Edwards | 4:36 | ||
| Mixtape | Tift Merritt | 3:18 | ||
