| Death of the Last Stripper | Terry Allen, The Panhandle Mystery Band | 3:19 | |
| Irene Wilde | Alejandro Escovedo | 2:51 | |
| True Love Travels on a Gravel Road | Nick Lowe | 3:36 | |
| Wonderful Life | The Felice Brothers | 4:02 | |
| Witchi-Tai-To | Brewer & Shipley | 6:55 | |
| Till the Real Thing Comes Along | Judy Henske | 3:07 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| If I Were a Bluebird | Linda Thompson | 6:50 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Ohoopee River Bottomland | Larry Jon Wilson | 3:21 | |
| Forever and a Day | Giant Sand | 6:26 | |
| New Madrid | Uncle Tupelo | 3:31 | |
| Just a Heart | Hurray For The Riff Raff | 3:34 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Memphis Rain | Aaron Lee Tasjan | 3:38 | |
| I Gotta Get Drunk | Phosphorescent | 3:38 | |
| Lazybones | Leon Redbone | 3:06 | |
| Burn the Midnight Oil No More | Barbara Keith | 3:08 | |
| Old Man at the Mill | Iain Matthews | 2:30 | |
| Hog of the Foresaken | Michael Hurley | 4:35 | |
| Looks Like I'm Up Shit Creek Again | Tom Waits | 3:03 | |
Unlock more with Songs Like X Pro |
| Sleeping Without You Is a Dragg (feat. Justin Vernon, Jenny Lewis) | Swamp Dogg, Justin Vernon, Jenny Lewis | 4:01 | |
| Homemade Songs | Bobby Charles | 3:41 | |
| Things I Learned | Motel Mirrors, Amy LaVere, John Paul Keith, Will Sexton | 2:46 | |
| All in Down and Out | Jake Xerxes Fussell | 3:13 | |
| Dusty Skies | The Wainwright Sisters | 2:48 | |
| Down At The Dancehall | Kacy & Clayton | 3:22 | |
| Border Lord | Kris Kristofferson | 3:37 | |
| Post To Wire | Richmond Fontaine | 2:13 | |
| Powderfinger | Cowboy Junkies | 5:45 | |
| The Bramble and the Rose | Barbara Keith | 2:55 | |
| Grow Too Old | Bobby Charles | 4:02 | |
| Old Shoes (& Picture Postcards) | Tom Waits | 3:39 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| One of These Days | Bedouine | 2:58 | |
| I Am the Light of This World | Jorma Kaukonen | 3:48 | |
| Whiskey in My Whiskey | The Felice Brothers | 3:48 | |
| Failed Christian | Nick Lowe | 3:56 | |
| Sweet Louise | Pete Molinari | 4:04 | |
| Living In The City | Hurray For The Riff Raff | 3:16 | |
| At The Crossroads - Alternate Mix | Sir Douglas Quintet | 4:37 | |
| Little Bit Of Rain | Karen Dalton | 2:36 | |
| I Don't Want To Play | Ellen McIlwaine | 3:20 | |
| It Hurts Me Too | Karen Dalton | 3:07 | |
| Anymore For Anymore | Ronnie Lane | 3:44 | |
| Seasons Come, Seasons Go | Bobbie Gentry | 2:50 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Percy's Song | Fairport Convention | 6:52 | |