| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| The City of New Orleans | Arlo Guthrie | 4:34 | |
| Let the Mystery Be | Iris DeMent | 2:50 | |
| Irene | Courtney Marie Andrews | 3:46 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| In Memory (The Tender Years) - Home Recording 1966 | Sandy Denny | 2:33 | |
| Hog of the Forsaken | Michael Hurley | 3:18 | |
| If I Were a Bluebird | Linda Thompson | 6:50 | |
| Down The Mountain | Robinella | 3:09 | |
| Forever Young - From NBC's Parenthood | Rhiannon Giddens, Iron & Wine | 4:21 | |
| Mexico City | Jolie Holland, M. Ward | 3:54 | |
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | |
| History of Lovers | Calexico, Iron & Wine | 3:09 | |
| Mom and Dad's Waltz | Iris DeMent | 2:38 | |
| Speed of the Sound of Loneliness | Nanci Griffith | 4:20 | |
| The Eye | Brandi Carlile | 3:31 | |
| Waterboy | Rhiannon Giddens | 3:45 | |
| Old North Side | Malcolm Holcombe, Iris DeMent | 4:06 | |
| Beauty Way | Eliza Gilkyson | 3:02 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Unlock more with Songs Like X Pro |
| Frankie's Gun! | The Felice Brothers | 4:06 | |
| The Last Pharaoh | Dave Rawlings Machine | 3:37 | |
| You Ain't Goin' Nowhere | The Byrds | 2:33 | |
| Catch the Wind (Single Version with Strings) | Donovan | 2:15 | |
| It Won't Be Long Now | Linda Thompson | 2:37 | |
| In Spite of Ourselves (feat. Iris DeMent) | John Prine, Iris DeMent | 3:33 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Little Boxes | Pete Seeger | 1:54 | |
| Alabama At Night | Robbie Fulks | 3:52 | |
| White Light / White Heat | Ralph Stanley | 1:38 | |
| October Mornin' | Malcolm Holcombe, Iris DeMent | 3:48 | |
| We'll Sweep out the Ashes in the Morning - 2007 Remaster | Gram Parsons | 3:14 | |
| The L&N Don't Stop Here Anymore | Billy Bragg, Joe Henry | 4:29 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Seeds of the Pine | Martha Scanlan | 5:16 | |
| Lover's Lane | Micah P. Hinson | 3:02 | |
| Troublesome Waters | Iris DeMent | 5:15 | |
| The Road To Ensenada | Lyle Lovett | 4:15 | |
| Don't Let Us Get Sick | Warren Zevon | 3:06 | |
| Dimming Of The Day / Dargai - Edit | Richard & Linda Thompson | 3:48 | |
| It's Not You, It's Me | The Little Willies | 2:43 | |
| Ring Them Bells | Sarah Jarosz | 3:30 | |
| Tell Moses | Colvin & Earle | 3:41 | |
| Keep On The Sunny Side | The Whites | 3:34 | |
| Sorry You're Sick | Ted Hawkins | 2:10 | |
| You Were On My Mind | Ian & Sylvia | 2:47 | |
| Down In The Willow Garden | The Chieftains, Bon Iver | 4:16 | |
| Mixtape | Tift Merritt | 3:18 | |
