| Winsome Smile | Chris Smither | 3:34 | |
| Speed of the Sound of Loneliness | Nanci Griffith | 4:20 | |
| Things That I Lean On | Wynonna, Jason Isbell | 3:40 | |
| Trouble Looks Good on You | Amy Speace | 2:52 | |
| Till I See You Again | Mary Gauthier | 3:44 | |
| Scattered Leaves | The Be Good Tanyas | 4:47 | |
| End of the Day | Lucy Kaplansky | 4:10 | |
| Killin' Time In Texas | Gurf Morlix | 5:20 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Midnight Train | David Rawlings | 3:18 | |
| A Steady Heart | Malcolm Holcombe | 2:30 | |
| Wanderin' | Justin Townes Earle | 2:38 | |
| Helpless | Molly Tuttle, Old Crow Medicine Show | 4:25 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | |
| All That's Left Is Fare-Thee-Well (feat. Charlie Sexton) | Terry Allen, The Panhandle Mystery Band, Charlie Sexton | 3:06 | |
| Shotgun Hearts | Amy Speace, The Orphan Brigade | 4:46 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Honest Life | Courtney Marie Andrews | 4:14 | |
| It's Her Love | Mary Gauthier | 4:18 | |
| Unlock more with Songs Like X Pro |
| Gone | John Hiatt | 2:57 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| What It Takes | Fred Eaglesmith | 3:57 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| I Drink | Mary Gauthier | 3:47 | |
| Wildflowers in the Graveyard | Amber Rubarth | 3:00 | |
| A Hard Rain's Gonna Fall (feat. John Craigie & Ben Morrison) | Rainbow Girls, Ben Morrison, John Craigie | 6:21 | |
| Goodbye | Mary Gauthier | 3:32 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| Downtown Tonight | John Gorka | 3:05 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| True Love Travels on a Gravel Road | Nick Lowe | 3:36 | |
| Poor Wayfaring Stranger | Natalie Merchant | 4:16 | |
| These Blues | Eilen Jewell | 2:45 | |
| Tell Me A Story | Po' Girl | 3:13 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| My Love (The Storm) | Amanda Shires | 3:37 | |
| Blue Is My Heart | Holly Williams | 2:42 | |
| Time Stands Still | Chris Smither | 3:45 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| Lovin' In My Baby's Eyes | Shannon McNally | 3:56 | |
| Lay My Burden Down | Alison Krauss & Union Station | 3:52 | |
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | |
| My Love Follows You Where You Go | Alison Krauss & Union Station | 4:03 | |
| The Lowlands | Nitty Gritty Dirt Band, Jamie Hanna, Jonathan McEuen | 3:50 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| Out In The Rain | Julie Miller | 4:20 | |
