| Disappearing Man | Dave Carter, Tracy Grammer | 3:49 | ||
| Crazy Man | Freakwater | 2:39 | ||
| Oh Me, Oh My | Abigail Washburn & The Sparrow Quartet, Béla Fleck, Ben Sollee, Casey Driessen | 3:30 | ||
| Tell Yourself | Natalie Merchant | 5:12 | ||
| To Live's to Fly | Townes Van Zandt | 3:39 | ||
| Let the Mystery Be | 10,000 Maniacs | 3:08 | ||
| Open Arms (Don't Explain) | Patty Larkin | 4:25 | ||
| Horsey | Hem | 3:34 | ||
| Both Hands | Ani DiFranco | 3:38 | ||
| I'm Not Gonna Cry | Loudon Wainwright III | 2:06 | ||
| Where I'm From | Shelby Lynne | 3:50 | ||
| Like the Weather | 10,000 Maniacs | 3:56 | ||
| Driving | Po' Girl | 3:48 | ||
| Not California | Hem | 4:15 | ||
| Southern California Wants To Be Western New York | Dar Williams | 4:10 | ||
| Honeymoon | I Draw Slow | 3:31 | ||
| King of May | Natalie Merchant | 4:09 | ||
| Hey Jack Kerouac | 10,000 Maniacs | 3:26 | ||
| Thursday's Child | Aoife O'Donovan | 3:53 | ||
| Think About You | Eliza Gilkyson | 3:23 | ||
| Rainy Night In Georgia | Hem | 4:30 | ||
| Unlock more with Songs Like X Pro | ||||
| Walkin' to New Orleans | Gurf Morlix | 4:38 | ||
| Evona Darling | Linda Thompson, Teddy Thompson | 3:19 | ||
| Barbed Wire Boys | Susan Werner | 3:20 | ||
| Jedidiah 1777 | Eliza Gilkyson | 3:52 | ||
| Indian Wars | Bruce Cockburn | 6:58 | ||
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | ||
| Traveling Alone | Tift Merritt | 4:44 | ||
| You Won't Find Me | Amelia Curran | 3:23 | ||
| San Andreas Fault | Natalie Merchant | 3:58 | ||
| Midnight At the Movies | Justin Townes Earle | 3:22 | ||
| These Are Days | 10,000 Maniacs | 3:39 | ||
| Simple Gearle | Stacey Earle | 2:30 | ||
| Nobody in this World | The Honey Dewdrops | 4:15 | ||
| Anniversary Song | Cowboy Junkies | 3:10 | ||
| One Part, Two Part | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:43 | ||
| Last Train | Abigail Washburn | 3:55 | ||
| Mixtape | Tift Merritt | 3:18 | ||
| The Wagoner's Lad | The Duhks | 3:32 | ||
| The Phoenix | Sarah Harmer | 3:55 | ||
| Lovin' In My Baby's Eyes | Shannon McNally | 3:56 | ||
| Tomorrow Is A Long Time | Nickel Creek | 3:36 | ||
| Blackjack David | Dave Alvin | 4:59 | ||
| Opening Medley ("I'm Getting Wet And I Don't Care At All") | Ken Nordine, Bill Frisell, Wayne Horvitz, Natalie Merchant, Michael Stipe, Mark Bingham, The Roches, Los Lobos | 9:03 | ||
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | ||
| Why Baby Why | The Secret Sisters | 2:28 | ||
| Who Will Take My Place? | The Duhks | 3:39 | ||
| Bea's Song (River Song Trilogy | Cowboy Junkies | 3:35 | ||
| Wayfarin' Stranger | Tom Russell, Iris DeMent | 1:10 | ||
