| Songbird | Eric Clapton, Willie Nelson | 2:55 | |
| True Love Travels on a Gravel Road | Nick Lowe | 3:36 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| Lovin' in My Baby's Eyes | Taj Mahal | 2:40 | |
| Pretend I Never Happened | Willie Nelson | 3:00 | |
| (Looking For) The Heart Of Saturday Night | Tom Waits | 3:53 | |
| Marie | Townes Van Zandt, Willie Nelson | 4:59 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Slowpoke | Crosby, Stills, Nash & Young | 4:31 | |
| 3 Al Purdy's | Bruce Cockburn | 6:05 | |
| Juanita | Sturgill Simpson, Willie Nelson | 3:40 | |
| Streets of Arklow | Van Morrison | 4:22 | |
| Guns of Umpqua | Drive-By Truckers | 3:51 | |
| Ain't Gonna Worry No More | Peter Case | 6:14 | |
| Coconut Tree (with Willie Nelson) | Kenny Chesney, Willie Nelson | 3:24 | |
| The Oil Rigs at Night | The Delines | 4:23 | |
| Our Song | Willie Nelson | 3:51 | |
| Living with the Law | Chris Whitley | 3:41 | |
| I Won't Slip Up | The Delines | 4:13 | |
| Unlock more with Songs Like X Pro |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| Blue River | Rick Danko, Eric Andersen, Jonas Fjeld | 4:48 | |
| In the Garden | Van Morrison | 5:47 | |
| Something You Get Through | Willie Nelson | 3:52 | |
| Do It | Jesse Winchester | 1:27 | |
| Going To The Country | Bruce Cockburn | 3:16 | |
| Goddamn Lonely Love - Remastered | Drive-By Truckers | 5:01 | |
| How To Forget | Jason Isbell | 4:04 | |
| Boots of Spanish Leather | Nanci Griffith | 5:17 | |
| The Losing End Again | Neal Casal | 3:12 | |
| Not A Dry Eye In The House | Jeannie Seely, Willie Nelson | 3:47 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Ghost Repeater | Jeffrey Foucault | 5:10 | |
| Beg Steal or Borrow (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:32 | |
| Where I'm From | Shelby Lynne | 3:50 | |
| Lebanon, Tennessee | Ron Sexsmith | 2:57 | |
| Strangers | Golden Smog | 3:19 | |
| Longest Days | John Mellencamp | 3:10 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| The Maker | Willie Nelson | 5:08 | |
| To Be Without You | Ryan Adams | 3:21 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| Dance All Night | Ryan Adams & The Cardinals | 3:14 | |
| When I Go Away | Levon Helm | 4:32 | |
| The River Knows Your Name | John Hiatt | 4:25 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Soap Box Preacher | Robbie Robertson | 5:20 | |
