| Applewood Road | Applewood Road, Amber Rubarth, Amy Speace, Emily Barker | 2:24 | |
| I'm the One to Blame | Allison Moorer | 2:28 | |
| Who Holds Your Hand | Patty Larkin | 3:07 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| Take Me for a Ride | Caitlin Canty | 4:09 | |
| Ricochet | Pieta Brown | 2:49 | |
| All That's Left Is Fare-Thee-Well (feat. Charlie Sexton) | Terry Allen, The Panhandle Mystery Band, Charlie Sexton | 3:06 | |
| She's a River | Gurf Morlix | 4:28 | |
| Whippoorwill | Greg Brown | 3:25 | |
| Across the Great Divide | Nanci Griffith | 3:57 | |
| Every Morning | Keb' Mo' | 2:58 | |
| Sitting on Top of the World | Tim Easton | 2:54 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Here In the Going Going Gone | Greg Brown | 3:49 | |
| Turtle Dove | Ranky Tanky | 3:59 | |
| Homeland Refugee | The Flatlanders | 3:58 | |
| Letter in Hand | Pieta Brown | 3:53 | |
| All That We Have Is Now | Jesse Winchester | 2:20 | |
| A Hold On Me | Diana Jones | 4:20 | |
| I Don't Know That Guy | Greg Brown | 4:49 | |
| Unlock more with Songs Like X Pro |
| I Should Have Said | Bap Kennedy | 3:17 | |
| After the Rain | Chuck Prophet | 3:35 | |
| The Redtail Hawk | Kate Wolf | 4:00 | |
| Your Bright Baby Blues | Jackson Browne & David Lindley | 6:40 | |
| Hey Baby Hey | Greg Brown | 3:28 | |
| More and More, Less and Less | Delbert McClinton & Glen Clark | 2:53 | |
| Unknown Legend | Caitlin Canty | 3:55 | |
| Running Up The Stairs | Leo Kottke | 3:15 | |
| Early Morning Rain | Billy Bragg, Joe Henry | 4:13 | |
| I've Got Time | Po' Girl | 3:19 | |
| Wasted Word | Kris Delmhorst | 3:22 | |
| Carved In Stone | The Subdudes | 3:14 | |
| If I Ever Do See You Again | Greg Brown | 3:24 | |
| Gypsy In My Soul | Van Morrison | 4:04 | |
| Scavenger | Lucy Kaplansky | 4:02 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Do It | Jesse Winchester | 1:27 | |
| So Hard | Greg Brown | 2:39 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Brokedown Palace (Acoustic Version) | Shinyribs | 3:49 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Wondering How | Pieta Brown | 3:06 | |
| Roll On | The Little Willies | 3:06 | |
| Plumb Line | Kelly Joe Phelps | 3:01 | |
| Color Of Love | Birds of Chicago | 3:24 | |
| Went To See The Gypsy | Martha Scanlan | 3:32 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
