| Chicago (acoustic version) | Sufjan Stevens | 4:40 | |
| Song for the Painter | Lost In The Trees | 3:20 | |
| Aspera | Erin McKeown | 4:27 | |
| Quecreek Flood | Anaïs Mitchell | 4:16 | |
| 'Til It's Over | The Secret Sisters | 2:56 | |
| Coyote Song | Bright Eyes | 4:01 | |
| Marshmallow Unicorn | Rachel Sermanni | 4:53 | |
| Company of Friends | Danny Schmidt | 3:47 | |
| Eve Stole The Apple | Abigail Washburn | 4:00 | |
| New Auburn | Big Red Machine, Anaïs Mitchell | 3:24 | |
| Your Fonder Heart | Anaïs Mitchell | 3:21 | |
| Stubborn Beast | Jolie Holland | 4:06 | |
| One Little Song | Gillian Welch | 3:13 | |
| 10,000 Miles | Bonny Light Horseman, Eric D. Johnson, Josh Kaufman, Anaïs Mitchell | 3:04 | |
| Heart's Ease | Josh Ritter | 3:21 | |
| All I've Ever Known - Radio Edit | Eva Noblezada, Reeve Carney, Anaïs Mitchell, Hadestown Original Broadway Company | 3:52 | |
| Lua | Conor Oberst, Gillian Welch | 5:53 | |
| Pharmakon | Humbird | 2:35 | |
| Dark Roman Wine | Camille O'Sullivan | 6:12 | |
| Florence Berlin - Remastered | Lady Lamb | 4:50 | |
| I Don't Mind | JOSEPH | 3:22 | |
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| Blue Woman | Courtney Marie Andrews | 2:58 | |
| Promises | Eva Noblezada, Reeve Carney, Anaïs Mitchell, Hadestown Original Broadway Company | 2:43 | |
| The Bed Song | Amanda Palmer, The Grand Theft Orchestra | 6:38 | |
| Lime Tree | Bright Eyes | 5:53 | |
| Let Me Stay | Heather Maloney | 3:59 | |
| Dark-Eyed Prince | Danny Schmidt | 4:18 | |
| My Only Son | PigPen Theatre Co. | 4:20 | |
| Two Kids | Anaïs Mitchell | 3:45 | |
| Sycamore Down | Jaymay | 2:17 | |
| Fireflies of Montreal | Laurena Segura | 2:24 | |
| Black Pear Tree - The Jordan Lake Sessions Volume 4 | The Mountain Goats | 5:32 | |
| Anchors | Kris Gruen, Anaïs Mitchell | 3:35 | |
| Strawberry Shake | Atom & the Orbits, Anaïs Mitchell | 2:44 | |
| By Degrees | Mark Erelli, Anaïs Mitchell, Josh Ritter, Lori McKenna, Rosanne Cash, Sheryl Crow | 4:12 | |
| Philly Sinks | Aimee Mann | 3:14 | |
| Two Kids | Anaïs Mitchell | 3:52 | |
| Making Pies | Patty Griffin | 3:39 | |
| Holler | Amy Ray | 3:40 | |
| Deuteronomy 2:10 | The Mountain Goats | 3:25 | |
| All The Pretty Little Houses | Caroline Herring | 3:06 | |
| The Shape I Found You In | Girlyman | 3:30 | |
| Plea for a Good Night's Rest | Devon Sproule | 3:58 | |
| Apathy | Elizabeth & the Catapult | 2:53 | |
| Nobody's Off The Hook | Rufus Wainwright | 4:25 | |
| A Record Year For Rainfall | The Decemberists | 4:30 | |
| Olivia | Rachael Sage | 2:47 | |
| I Don't Want You To Change | Melissa Ferrick | 4:01 | |
| Oleander | Sarah Harmer | 3:28 | |
