| Late September | Watchhouse | 4:20 | |
| Oh My Love | The Small Glories | 3:20 | |
| The Saint Of Lost Causes | Justin Townes Earle | 4:50 | |
| Rye Grass Riders | Samantha Rise | 4:02 | |
| The Damage | Rodney Crowell | 4:01 | |
| Black Jack Davey | Hurray For The Riff Raff | 3:11 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Blue Umbrella | John Prine | 3:53 | |
| Graceland | Justin Townes Earle | 3:14 | |
| Mother Earth | Willie Watson | 3:36 | |
| Peaceful Ambassador | The Dead Tongues | 4:15 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Your White Stained Dress | Possessed by Paul James | 2:39 | |
| The Small Things | Willi Carlisle | 4:57 | |
| Irene | Ian Noe | 3:53 | |
| What Are They Doing In Heaven Today? | The Deslondes, Sam Doores, Twain | 3:00 | |
| Son of the Working Class | Josh Okeefe | 2:56 | |
| Last of the Better Days Ahead | Charlie Parr | 3:11 | |
| Souvenirs | John Prine | 3:42 | |
| Endless Running Out of Time | The Secret Sisters | 3:58 | |
| Knuckleball Prime | Willy Tea Taylor | 2:33 | |
| Unlock more with Songs Like X Pro |
| All I Need | Peter Oren | 3:16 | |
| Good Enough | Molly Tuttle | 2:55 | |
| Dancing On My Own | Willie Watson | 5:30 | |
| Summer's End | John Prine | 3:29 | |
| South Dakota Wild One | The Deslondes, Riley Downing | 3:23 | |
| Another Day | Ordinary Elephant | 4:55 | |
| Letters | Marty O'Reilly & the Old Soul Orchestra | 3:52 | |
| Golden Embers | Watchhouse | 4:45 | |
| Real Love | Willie Watson | 5:43 | |
| Greenland Fishery | Bonny Light Horseman, Eric D. Johnson, Anaïs Mitchell, Josh Kaufman | 3:06 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Little Sadie | The Dead Tongues | 3:34 | |
| Octavia Triangle | The Local Honeys | 4:24 | |
| Movin' On | Po' Girl | 2:51 | |
| Tenderhearted | Sara Watkins | 2:54 | |
| Blazing Highway Home | Josh Ritter | 4:58 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Bones | Willy Tea Taylor | 2:26 | |
| Angel From Montgomery | Buddy Miller, Brandi Carlile, The Lone Bellow | 4:47 | |
| Morning Comes Wearing Diamonds | Ray LaMontagne | 3:58 | |
| Ain’t Got No Money | Justin Townes Earle | 3:05 | |
| What Am I Living For | Cat Clyde, Jeremie Albino | 2:42 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| Ain't No Difference | Dead Horses | 3:16 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| The Very Best | Willy Tea Taylor | 3:42 | |
| Cigarette Machine - GemsOnVHS Field Recording | Anthony Simpkins, GemsOnVHS | 3:40 | |
| Sam Stone | Nathaniel Rateliff, John Prine | 4:17 | |
