| I Was Young When I Left Home | Antony, Bryce Dessner | 4:55 | ||
| American Tune | Allen Toussaint | 4:59 | ||
| What Can a Song Do to You? | The Unthanks | 4:52 | ||
| Homewrecker | Nick Lowe | 3:08 | ||
| Rain And Snow | The Be Good Tanyas | 4:01 | ||
| Wanderer | Cat Power | 1:14 | ||
| Betting On Trains | Hem | 2:44 | ||
| I’ll Be Here In the Morning | Jason Molina | 2:29 | ||
| You Showed Me (Jakob Dylan & Cat Power) | Echo In The Canyon | 3:32 | ||
| Dirty Rotten Soul | Nat Johnson | 2:43 | ||
| False Bride | Olivia Chaney | 4:01 | ||
| Proserpina | Martha Wainwright | 4:05 | ||
| Itshardtoseemtobeokwhenyourenot | Lau | 5:43 | ||
| The Lakes of Canada 2019 | The Innocence Mission | 4:55 | ||
| So Long, Marianne | Courtney Barnett | 6:35 | ||
| Everybody's Talkin' | Harry Dean Stanton | 2:48 | ||
| Heart Sunk Hank | Johnny Flynn | 3:11 | ||
| I Will Ask You Twice | Ryley Walker | 2:02 | ||
| Firecracker | Frazey Ford | 3:45 | ||
| She Does | This Is The Kit | 2:50 | ||
| Bright Morning Stars | Bonny Light Horseman, Justin Vernon, Eric D. Johnson, Josh Kaufman, Anaïs Mitchell | 2:05 | ||
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| Woman of Many Colors | Courtney Marie Andrews | 3:10 | ||
| Stay All Night | Joan Shelley | 3:04 | ||
| Passage's End | Jesca Hoop | 4:37 | ||
| Tell Me Again | Ron Sexsmith | 2:36 | ||
| Sugar Baby | Sam Amidon | 5:24 | ||
| Come Down in Time | Bedouine | 3:08 | ||
| Jump For Joy | Jake Xerxes Fussell | 4:15 | ||
| Hobo's Lullaby | Billy Bragg, Joe Henry | 3:57 | ||
| Silverline | Josienne Clarke and Ben Walker | 3:49 | ||
| The Daily Growl | Lambchop | 6:36 | ||
| Roll Back My Life | The Delines | 3:30 | ||
| Greens of June | Neko Case, k.d. lang, Laura Veirs | 4:13 | ||
| Rookie Dreaming | Courtney Marie Andrews | 3:27 | ||
| Prairie Lullaby | The Wainwright Sisters | 3:27 | ||
| Emily, the Diver | Nat Johnson | 4:00 | ||
| Indian Ocean | Frazey Ford | 6:08 | ||
| Matapedia | Kate & Anna McGarrigle | 4:53 | ||
| Everything Is Moving So Fast | Great Lake Swimmers | 4:19 | ||
| Somewhere in a Dream (From "Brothers & Sisters" Ep. 110) | Joel Evans, Nat Johnson | 4:44 | ||
| Here Comes The Sun Again | M. Ward | 2:23 | ||
| Wild Mountain Thyme | Steve Gunn, Cass McCombs | 4:46 | ||
| Bonny Light Horseman | Bonny Light Horseman, Eric D. Johnson, Josh Kaufman, Anaïs Mitchell | 4:30 | ||
| Wichita Lineman - Live at RAK | Villagers | 4:00 | ||
| It's Not Happening | The Be Good Tanyas | 2:41 | ||
| That's How I Got to Memphis | Karl Blau | 4:03 | ||
| Sat Beneath the Lightning Tree | John Bramwell | 4:02 | ||
| A Heart Needs A Home | Richard & Linda Thompson | 3:49 | ||
| Broken Bottles And Chandeliers | Guy Garvey | 4:33 | ||
