| Each Season | Nora Jane Struthers | 3:48 | |
| After the Storm | The Flatlanders | 3:52 | |
| Red Dress | Lavender Country | 4:23 | |
| High Sierra | The Brother Brothers, Michaela Anne | 3:07 | |
| Anne Marie | Wood & Wire | 3:06 | |
| The Things We Call Home | Amanda Anne Platt & the Honeycutters | 2:38 | |
| Will You Walk With Me | Anne & Pete Sibley | 3:17 | |
| I Could've Been Your Lover Too | Rachel Baiman | 3:09 | |
| Too Late to Write a Love Song | Riddy Arman | 3:14 | |
| Hole in Your Halo | Ana Egge | 3:02 | |
| Wild and Blue (Bonus Track) | Lucinda Williams | 3:31 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Fishin' with You | Carsie Blanton | 2:16 | |
| Song of the Bird | The Cactus Blossoms | 2:29 | |
| Trouble Me Anytime | Mary Bragg | 3:43 | |
| The Running Kind | Zoe Muth | 3:07 | |
| Parting Words | Sarah Shook & the Disarmers | 3:15 | |
| Lost John Dean | Kieran Kane, Kevin Welch, Fats Kaplin | 3:26 | |
| In My Dreams | Sam Lewis | 3:20 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Tonight I'm Paying the Rent | Amy Ray | 4:17 | |
| Unlock more with Songs Like X Pro |
| Ern & Zorry's Sneakin' Bitin' Dog | Dori Freeman | 2:10 | |
| Crazy Lady Blues | Ana Egge | 4:52 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| Adios Maria | The Cactus Blossoms | 4:09 | |
| The Boots That Got Us There | Smooth Hound Smith | 4:11 | |
| Cry for Me | Sam Outlaw | 2:38 | |
| Where the River Meets the Road | Tim O'Brien | 3:27 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| Lover Not a Mother | Emily Nenni | 3:54 | |
| Desperate & Depressed | Margo Price | 3:31 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Song for Ian Tyson | Old Man Luedecke | 3:28 | |
| Birds | Ana Egge | 3:28 | |
| Dirty Old Town | Kelsey Waldon | 2:41 | |
| You’ve Got This | Jim Lauderdale | 2:33 | |
| Best Medicine | The Stray Birds | 4:00 | |
| Just for Tonight | Phoebe Hunt, The Gatherers | 3:29 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Stitch In Time | Pharis & Jason Romero | 3:51 | |
| Lullaby | Dori Freeman | 3:25 | |
| First Time in Years | Erik Koskinen | 3:52 | |
| The North Dakota Cowboy | Brennen Leigh | 2:42 | |
| The Long Game | Western Centuries | 4:20 | |
| Over You | Sarah Shook & the Disarmers | 3:11 | |
| Still a Child | Dori Freeman | 3:41 | |
| Maps of the Moon | Ana Egge | 3:04 | |
