| Memphis Rain | Aaron Lee Tasjan | 3:38 | |
| Everybody Knows | The Jayhawks | 4:10 | |
| Early Morning Rain | Gordon Lightfoot | 3:18 | |
| Can't Help but Wonder Where I'm Bound | Nanci Griffith | 3:16 | |
| Paper Gown | Caroline Herring | 4:31 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| You Got Me Singing | Leonard Cohen | 3:31 | |
| Summer's End | John Prine | 3:29 | |
| My Best Girl | Tom Rush | 2:53 | |
| Freak Flag | Greg Brown | 4:19 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| Visions Of Johanna | Chris Smither | 5:22 | |
| Me and Bobby McGee | Gordon Lightfoot | 3:46 | |
| Rumble Doll | Patti Scialfa | 3:25 | |
| Blue Car | Greg Brown | 4:11 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Holding On | Cheryl Wheeler | 3:59 | |
| Ramblin' Boy | Tom Paxton | 3:58 | |
| Golden Heart | Mark Knopfler | 5:01 | |
| River Song | Tom Rush | 3:33 | |
| When You're My Age (feat. Hillary Lindsey & Liz Rose) | Lori McKenna, Liz Rose, Hillary Lindsey | 5:11 | |
| Unlock more with Songs Like X Pro |
| The Hula Hula Boys - 2007 Remaster | Warren Zevon | 3:02 | |
| Camilla | Caroline Herring | 4:13 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Ordinary Town | Dave Carter, Tracy Grammer | 2:48 | |
| Light As a Fire | The Stray Birds | 3:26 | |
| Laughing River | Greg Brown | 4:19 | |
| This Old House | Crosby, Stills, Nash & Young | 4:49 | |
| I Hope That I Don't Fall In Love With You | Tom Waits | 3:53 | |
| Boulder to Birmingham - 2003 Remaster | Emmylou Harris | 3:33 | |
| Witness | Eilen Jewell | 2:52 | |
| Goin' back to Harlan (Aka Appalachian Dream) | Kate & Anna McGarrigle | 4:57 | |
| Hobo's Lullaby | Billy Bragg, Joe Henry | 3:57 | |
| Humble & Kind | Lori McKenna | 4:03 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Be Mine | Kimmie Rhodes | 4:19 | |
| Jukebox | The Honeycutters | 4:36 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| The Lowlands | Nitty Gritty Dirt Band, Jamie Hanna, Jonathan McEuen | 3:50 | |
| True Love Will Never Fade | Mark Knopfler | 4:21 | |
| If I Needed You | Townes Van Zandt | 3:44 | |
| If Wishes Were Changes | Nanci Griffith | 3:48 | |
| Better Times Will Come - Reimagined & Remastered | Diana Jones, Nanci Griffith | 3:15 | |
| Broken | Tift Merritt | 3:44 | |
| You Ain't Going Nowhere | Nitty Gritty Dirt Band | 3:52 | |
| Corrina, Corrina | Boz Scaggs | 3:45 | |
| In The Real West | Tish Hinojosa | 2:48 | |
| Beacon Street | Nanci Griffith | 2:54 | |
| In My Arms | Teddy Thompson | 3:12 | |
