| Old Enough to Wonder Why (East Side—West Side) | Hiss Golden Messenger | 4:23 | |
| Where I'm From | Shelby Lynne | 3:50 | |
| Miracles | Edie Brickell & New Bohemians | 5:52 | |
| Birds Tricked into the Trees | Damien Jurado | 2:14 | |
| Sleeping Without You Is a Dragg (feat. Justin Vernon, Jenny Lewis) | Swamp Dogg, Justin Vernon, Jenny Lewis | 4:01 | |
| Out of the Blue | Giant Sand | 3:23 | |
| Rainy Night In Georgia | Hem | 4:30 | |
| What Heaven's Left | Calexico, Iron & Wine | 4:52 | |
| Calling In | The Delines | 5:11 | |
| I Found You | Edie Brickell & New Bohemians | 4:01 | |
| Francine | Damien Jurado | 2:30 | |
| On the Banks of the Old Kishwaukee | Ryley Walker | 5:00 | |
| Tupelo Child | Phil Cook | 3:34 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| Cecil Taylor | Jonathan Wilson | 6:30 | |
| Pontchartrain | Anders Osborne | 4:47 | |
| Vagrants of Venice | David Crosby, Michael League, Becca Stevens, Michelle Willis | 4:06 | |
| Robbin' My Honeycomb | Tony Joe White | 5:10 | |
| Hands for the Harvest | H.C. McEntire | 4:17 | |
| Rough Beginnings | Edie Brickell & New Bohemians | 3:37 | |
| Whatever Shape Your Heart Is In | Ron Sexsmith | 2:17 | |
Unlock more with Songs Like X Pro |
| I Wasn't Looking | The Delines | 3:02 | |
| River Floor | Joe Henry | 4:34 | |
| The Woods Are Greener | Jonathan Wilson, Mark O'Connor | 3:42 | |
| Carolina's Anatomy | VanWyck | 4:07 | |
| These Rocks | Phosphorescent | 4:26 | |
| Time Down the Wind | Hiss Golden Messenger | 5:33 | |
| Something On Your Mind | The Breath | 2:40 | |
| A Night in the City | Richmond Fontaine | 5:30 | |
| Age of Miracles | Chuck Prophet | 4:09 | |
| Picasso | Michael Head & The Red Elastic Band | 3:45 | |
| Bleeding on the Soundtrack | William The Conqueror | 5:31 | |
| Scattered Leaves | The Be Good Tanyas | 4:47 | |
| The Roving | Bonny Light Horseman, Eric D. Johnson, Josh Kaufman, Anaïs Mitchell | 4:20 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Your Own Ride | David Crosby, Michael League, Becca Stevens, Michelle Willis | 4:34 | |
| Forgiven | Zrazy | 4:40 | |
| Without the Weight | Jake La Botz | 3:57 | |
| Nightlight | Allison Moorer | 4:18 | |
| Spring of the Following Year | Ron Sexsmith | 2:51 | |
| Homewrecker | Nick Lowe | 3:08 | |
| Drowning in Plain Sight | The Delines | 4:44 | |
| Walking Alone | The Delines | 2:04 | |
| From Six Feet Away | Ondara | 4:47 | |
| There's A Rhythm | Ron Sexsmith | 3:11 | |
| Evening Country | Tyler Ramsey | 3:42 | |
| Baton Rouge | Birds of Chicago | 6:07 | |
| Lockdown On Date Night Tuesday | Ondara | 5:03 | |
| I’ll Be Gone | Sarah Jarosz | 3:35 | |