| Milly's Café | Fred Eaglesmith | 5:28 | |
| Still Not Home | Tift Merritt | 3:48 | |
| These Blues | Eilen Jewell | 2:45 | |
| I Don't Want to Get Adjusted to This World | Iris DeMent | 3:38 | |
| The One I Love is Gone | Hazel Dickens, Alice Gerrard | 3:11 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Dear Mary | Linda Thompson, Teddy Thompson, Kamila Thompson, Richard Thompson | 3:29 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Tree House Lullaby | Blaze Foley | 2:12 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Barbara Allen | Bradley Kincaid | 2:32 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Carolina | The Honeycutters | 3:28 | |
| The Lonesome River (feat. Ralph Stanley) - with Ralph Stanley | Bob Dylan, Ralph Stanley | 3:03 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| They Killed John Henry | Justin Townes Earle | 2:46 | |
| Got No Bread, No Milk, No Money, but We Sure Got a Lot of Love | James Talley | 2:11 | |
| East of Eden | Tom Rush | 3:29 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Will the Circle be Unbroken | Michelle Wright | 4:37 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
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| Adios Maria | The Cactus Blossoms | 4:09 | |
| Midnight Train | David Rawlings | 3:18 | |
| Windfall - 2015 Remaster | Son Volt | 2:59 | |
| West Texas Heaven | Kimmie Rhodes | 3:07 | |
| Trouble (with Delbert McClinton) | Iris DeMent, Delbert McClinton | 7:33 | |
| I Met Jesus In a Bar | Jim Lauderdale | 3:15 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| My Old Chevy Van | Melissa Carper | 3:19 | |
| Willy the Wandering Gypsy and Me | Billy Joe Shaver | 2:29 | |
| Bottle of Wine | Tom Paxton | 2:22 | |
| Waitin' for the Hard Times to Go | Jim Ringer | 3:25 | |
| I'll Take My Sorrow Straight | Iris DeMent | 3:27 | |
| Bottle Of Wine | Doc & Merle Watson | 2:06 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| The Christian Life | The Byrds | 2:30 | |
| Stoplight Kisses | The Cactus Blossoms | 2:17 | |
| Sweetheart, Darlin' Of Mine | Claire Lynch | 3:05 | |
| It's Over | Alison Krauss | 3:06 | |
| Banks Of The Pontchartrain | Nanci Griffith | 3:46 | |
| No Love At All | T Bone Burnett | 2:54 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| The Old Rugged Cross | Tom Russell, Iris DeMent, Kari Bremnes | 1:28 | |
| Walking The Floor Over You | Teddy Thompson | 2:24 | |
| Lion In Winter | Hoyt Axton | 3:23 | |
| Night Rider's Lament | Suzy Bogguss | 4:02 | |
| Ride 'Em Jewboy | Kinky Friedman | 5:38 | |
| Blue Moon Of Kentucky | Sarah Harmer, Jason Euringer | 2:07 | |
| Gentle River | Alison Krauss | 4:27 | |