| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| True Love Travels on a Gravel Road | Nick Lowe | 3:36 | |
| Enjoy Yourself | Todd Snider | 3:27 | |
| Frightened By The Sound | Justin Townes Earle | 3:45 | |
| Heart Like a Wheel | Kate & Anna McGarrigle | 3:12 | |
| If I Could Only Fly | Blaze Foley | 4:30 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Forever Young - From NBC's Parenthood | Rhiannon Giddens, Iron & Wine | 4:21 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| If I Had Known | Greg Brown | 3:25 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Are You Happy Now? | Richard Shindell | 4:10 | |
| I Don't Want to Get Adjusted to This World | Iris DeMent | 3:38 | |
| Boulder to Birmingham - 2003 Remaster | Emmylou Harris | 3:33 | |
| Long Time Comin' | John Hiatt | 4:12 | |
| If I Had A Boat | Lyle Lovett | 3:09 | |
| Hey Little Darlin' | Zoe Muth | 3:30 | |
| Leaning On the Everlasting Arms | Iris DeMent | 2:53 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Dream Café | Greg Brown | 5:57 | |
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| Wanderin' | Justin Townes Earle | 2:38 | |
| Roll Um Easy | Little Feat | 2:31 | |
| Crossing Muddy Waters | John Hiatt | 4:05 | |
| Queen of Them All | The Cactus Blossoms | 3:40 | |
| Canola Fields | James McMurtry | 4:49 | |
| Something Less Than Something More | Caitlin Cary, Thad Cockrell | 5:08 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
| Speed of the Sound of Loneliness | Nanci Griffith | 4:20 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| You Won't Find Me | Amelia Curran | 3:23 | |
| Look the Other Way | Justin Townes Earle | 2:29 | |
| Halleluiah | Reeltime Travellers | 5:30 | |
| I Wish I Was the Moon | Neko Case | 3:34 | |
| Tehachapi | Margo Cilker | 3:07 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Early Mornin' Rain | Gordon Lightfoot | 3:08 | |
| I Know Him Too | Tift Merritt | 3:51 | |
| Persephone | Allison Russell | 4:22 | |
| Love At The Five And Dime | Nanci Griffith | 4:39 | |
| Trouble | Yusuf / Cat Stevens | 2:52 | |
| There Stands The Glass | Ted Hawkins | 2:33 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| Beeswing | Richard Thompson | 5:33 | |
| Virginia, No One Can Warn You | Tift Merritt | 4:23 | |
| Prairie In The Sky | Mary McCaslin | 3:46 | |
| Afraid | Ted Hawkins | 4:36 | |
| The West Was Burning | Martha Scanlan | 4:59 | |