| The Ransom | Madison Violet | 3:37 | |
| That's All I Know About Arkansas | John Leventhal, Rosanne Cash | 3:39 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| New York City | Robby Hecht | 3:41 | |
| Banshee Moan | Shannon McNally | 4:01 | |
| Closer to You | The Mastersons | 3:48 | |
| Don't Think Twice. It's Alright | Susan Tedeschi | 4:43 | |
| Where I'm From | Shelby Lynne | 3:50 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Map of My Heart | Mary Chapin Carpenter | 2:57 | |
| Bramble Rose | Don Henley, Mick Jagger, Miranda Lambert | 4:30 | |
| Eliza Jane | Eliza Gilkyson | 4:02 | |
| Irish Heartbeat | Van Morrison, Mark Knopfler | 5:14 | |
| Killing the Blues | Chris Smither | 5:49 | |
| Hands of Time | Margo Price | 6:09 | |
| Ghost Repeater | Jeffrey Foucault | 5:10 | |
| The Bird & The Rifle | Lori McKenna | 4:24 | |
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | |
| On The Surface | Rosanne Cash | 2:56 | |
| Ain't Who I Was | Bonnie Bishop | 4:06 | |
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| Across the Great Divide | Nanci Griffith | 3:57 | |
| Song for Katrina | Steve Forbert | 3:33 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| The Walking Wounded | Rosanne Cash | 5:04 | |
| Million Miles | Bonnie Raitt | 6:21 | |
| Beg Steal or Borrow (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:32 | |
| Happy | John Fullbright | 2:51 | |
| Saving the Good Stuff for You | Richard Thompson | 3:54 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| Maybe California | Neal Casal | 4:34 | |
| Salt | Lori McKenna | 4:25 | |
| Blue Car | Greg Brown | 4:11 | |
| If I Were Stronger | Allison Moorer | 4:08 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Seven Year Ache | Rosanne Cash | 3:15 | |
| Lucinda's Room | Aaron Lee Tasjan | 4:38 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Have You Ever Seen The Rain? | Allison Moorer | 2:43 | |
| Something Tamed Something Wild | Mary Chapin Carpenter | 3:46 | |
| Keeps Me Alive | Wynonna, Derek Trucks | 4:11 | |
| Not Many Miles To Go | Rosanne Cash | 4:03 | |
| You Make My Heart Beat Too Fast | Buddy & Julie Miller | 3:12 | |
| Tonight Will Be Fine | Teddy Thompson | 3:36 | |
| September When It Comes | Rosanne Cash, Johnny Cash | 3:40 | |
| Ring Them Bells | Sarah Jarosz | 3:30 | |
| Lovin' In My Baby's Eyes | Shannon McNally | 3:56 | |
| You Ain't Going Nowhere | Nitty Gritty Dirt Band | 3:52 | |
| St. Olav's Gate | Tom Russell, Nanci Griffith | 3:10 | |