| Diamond Wave | Ron Sexsmith | 3:04 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Waycross, Georgia | Iris DeMent | 4:29 | |
| Staring at the Sun | Sarah Lee Langford, Will Stewart | 3:15 | |
| I'm Still Looking For You | Brennen Leigh | 2:55 | |
| Odds of Getting Even | Caitlin Canty | 3:15 | |
| North Star | Amy Ray, Phil Cook | 3:12 | |
| If I Wanted To | Doug Paisley | 2:53 | |
| I Am a Pilgrim | Rosanne Cash, John Leventhal | 2:29 | |
| In Fields | Josh Ritter | 2:55 | |
| Thinkin' On You | Courtney Marie Andrews | 3:09 | |
| Troublesome Waters | Iris DeMent | 5:15 | |
| Little Yellow House | Patty Griffin | 3:59 | |
| Went to See the Gypsy | The Cactus Blossoms | 3:12 | |
| Hopeless (feat. Allison Russell and Chris Pierce) | Sunny War, Allison Russell, Chris Pierce | 4:56 | |
| The Bar Should Say Thanks | Brennen Leigh | 3:43 | |
| Fishin With You (Acoustic) | Carsie Blanton | 2:17 | |
| Safe to Run (feat. Hurray For The Riff Raff) | Esther Rose, Hurray For The Riff Raff | 5:05 | |
| Too Little, Too Late, Too Bad | Rhiannon Giddens | 3:44 | |
| The Forty-Ninth Parallel | Kacy & Clayton | 2:26 | |
| The Town In Your Heart | Lori McKenna | 3:53 | |
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| White Freight Liner Blues | Tommy Emmanuel, Molly Tuttle | 4:16 | |
| Darlin' | Freedy Johnston, Aimee Mann | 3:02 | |
| The Cherry Orchard | Iris DeMent | 4:13 | |
| Honky Tonk Heart | The Watson Twins | 2:43 | |
| Why Do I Miss You | Julianna Riolino | 2:31 | |
| It's Just You (with Iris Dement) | Keith Sykes, Iris DeMent | 3:21 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Me & Jerry | Courtney Marie Andrews | 3:04 | |
| The Weight | Mavis Staples, Levon Helm | 5:56 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Early Morning Rising | Kassi Valazza | 4:49 | |
| Sweet Nothing | Sunny War | 7:07 | |
| I Won't Ask You Why | Iris DeMent | 4:02 | |
| Come on, Aphrodite (feat. Abena Koomson-Davis) | Natalie Merchant, Abena Koomson-Davis | 5:20 | |
| The Old Woman In Me | Lori McKenna | 3:52 | |
| O Sun by Day O Moon by Night | Bruce Cockburn | 3:50 | |
| Every Time I Do | Brennen Leigh | 3:31 | |
| Change My Mind | Courtney Marie Andrews | 3:03 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Please Help Me, I'm Falling | Kieran Kane, Rayna Gellert | 3:34 | |
| Obsessed With The West | Brennen Leigh, Asleep At The Wheel | 3:27 | |
| There Stands The Glass | Ted Hawkins | 2:33 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| Love Feel | Jenny Lewis | 3:14 | |
| Louder Than Guns | Old Crow Medicine Show | 3:54 | |
| The Old Rugged Cross | Tom Russell, Iris DeMent, Kari Bremnes | 1:28 | |