| Downtown Tonight | John Gorka | 3:05 | |
| Sitting On Top Of the World | Doc Watson | 3:45 | |
| First Girl I Loved | John Hartford | 4:35 | |
| Catfish | Danny O'Keefe | 2:14 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
| Blue Canadian Rockies | The Byrds | 2:01 | |
| Blue Eyes - Lonesome Version | The International Submarine Band | 2:53 | |
| Up on the Hill Where They Do the Boogie | John Hartford | 2:43 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| I Wish We Had Our Time Again | Todd Snider | 2:28 | |
| Hong Kong Hillbilly AKA Nashville West | Clarence White | 1:56 | |
| Second Cup of Coffee | Gordon Lightfoot | 3:03 | |
| Down to Seeds and Stems Again | Bill Kirchen | 4:02 | |
| Stagger Mountain Tragedy | Kris Kristofferson | 2:53 | |
| I Am a Pilgrim | The Byrds | 3:39 | |
| Katie | Fred Eaglesmith | 3:42 | |
| Way Out West (Reprise) | Marty Stuart And His Fabulous Superlatives | 1:56 | |
| Fought the Blues and Won | The Deslondes | 3:29 | |
| Miller's Cave | The International Submarine Band | 2:48 | |
| Bluebird Wine | Rodney Crowell | 4:11 | |
| Dead Skunk | Loudon Wainwright III | 3:05 | |
Unlock more with Songs Like X Pro |
| What's She Crying For | Justin Townes Earle | 3:53 | |
| The "Ella B" - Remastered | Amazing Rhythm Aces | 4:33 | |
| I Just Lived a Country Song | Robbie Fulks, Linda Gail Lewis | 4:10 | |
| Throw Another Cap in the Fire | Sam Doores, Riley Downing, The Tumbleweeds | 3:32 | |
| Nashville 1972 | Rodney Crowell | 3:53 | |
| Southbound | Commander Cody and His Lost Planet Airmen | 2:20 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Ready For The Times To Get Better | David Holt, Doc Watson | 1:57 | |
| It's Been A Long Time | Fred Eaglesmith | 2:52 | |
| Vinyl Records | Todd Snider | 2:29 | |
| Bend in the Water | Gordon Lightfoot | 3:00 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| No Later than Soon | Jim Lauderdale | 2:56 | |
| Randall Collins | Norman Blake | 1:55 | |
| Southern Lady | Doc & Merle Watson | 3:36 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |
| Miles Away | Old Crow Medicine Show, Willie Watson | 5:00 | |
| We Reserve The Right To Refuse Service To You | Kinky Friedman | 4:06 | |
| No More Buffalo | James McMurtry | 7:19 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| I Think I'll Take To Whiskey | Jesse Colin Young | 2:50 | |
| That's What Makes You Strong | Jesse Winchester | 3:10 | |
| Talking To Casey | Doc Watson, Merle Watson | 2:31 | |
| What's The Matter Now? - Live In Berkeley / 1971 | Commander Cody and His Lost Planet Airmen | 4:03 | |
| The Lights Of San Francisco | Logan Ledger | 5:01 | |
| Walkin' Down The Road | The Ozark Mountain Daredevils | 3:26 | |