| It Wasn't Me | Jenny Lewis, The Watson Twins | 4:12 | |
| Namesake | Anaïs Mitchell | 3:00 | |
| Come Home with Me (Reprise) | Reeve Carney, Eva Noblezada, Anaïs Mitchell, Hadestown Original Broadway Company | 1:01 | |
| Why We Build the Wall | Patrick Page, Hadestown Original Broadway Company, Anaïs Mitchell | 4:00 | |
| Rude To Rile | Horse Feathers | 3:29 | |
| Mad World, Outlive Me | Amelia Curran | 4:26 | |
| I Wear Your Dress | Anaïs Mitchell | 3:04 | |
| Bones Of Song | Josh Ritter | 5:30 | |
| Courtin Blues | Lisa Hannigan | 4:06 | |
| Magpie's Nest | Bonny Light Horseman, Eric D. Johnson, Josh Kaufman, Anaïs Mitchell | 4:58 | |
| Road to Hell | André De Shields, Hadestown Original Broadway Company, Anaïs Mitchell | 5:17 | |
| Promises | Eva Noblezada, Reeve Carney, Anaïs Mitchell, Hadestown Original Broadway Company | 2:43 | |
| Woodberry Cemetery | Fionn Regan | 1:43 | |
| The Sparrow and the Medicine | The Tallest Man On Earth | 3:06 | |
| The Body Electric | Hurray For The Riff Raff | 2:49 | |
| Heartland Truckstop | Beth Orton | 2:47 | |
| Livin' it Up on Top | Amber Gray, André De Shields, Reeve Carney, Hadestown Original Broadway Company, Anaïs Mitchell | 5:29 | |
| How You Gonna Keep 'Em Down On the Farm | Andrew Bird | 5:04 | |
| Farther On | Vetiver | 2:49 | |
| Twenty Seven Strangers | Villagers | 3:24 | |
| Where In The World Are You | Great Lake Swimmers | 3:49 | |
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| Blue Spotted Tail | Fleet Foxes | 3:05 | |
| Why We Build the Wall ("Behind closed doors...") [Outro] | André De Shields, Hadestown Original Broadway Company, Anaïs Mitchell | 0:57 | |
| A Few Honest Words | Ben Sollee | 3:42 | |
| One Goodbye | The Milk Carton Kids | 4:15 | |
| Cornflower Blue | Great Lake Swimmers | 4:07 | |
| Afraid | Neko Case | 2:20 | |
| A Place Aside | Beth Orton | 2:19 | |
| Nothing Changes | Jewelle Blackman, Yvette Gonzalez-Nacer, Kay Trinidad, Anaïs Mitchell, Hadestown Original Broadway Company | 1:11 | |
| Creeping Up Our Shins | This Is The Kit | 3:19 | |
| Changer | Anaïs Mitchell | 2:51 | |
| When Water Comes to Life | Cloud Cult | 3:47 | |
| Keep It All | Lisa Hannigan | 4:11 | |
| Letter in Icelandic from the Ninette San | John K. Samson | 3:59 | |
| The Curse | Josh Ritter | 5:00 | |
| Carnival | Shovels & Rope | 4:24 | |
| Spirograph | Andrew Bird | 4:03 | |
| Glowing Heart | Aoife O'Donovan | 5:21 | |
| Sourdoire Valley Song | The Mountain Goats | 3:38 | |
| Angel Ballad | Hurray For The Riff Raff | 6:06 | |
| Lunasa | Karen Elson | 3:55 | |
| Why We Build the Wall | Anaïs Mitchell | 3:35 | |
| Fair Annie | Bonny Light Horseman, Anaïs Mitchell, Eric D. Johnson, Josh Kaufman | 3:00 | |
| Pretty Fair Damsel | Sam Amidon | 3:06 | |
| Paper House | Lisa Hannigan | 4:16 | |
| Company Man | Kris Gruen, Sean Hayes, Anaïs Mitchell | 4:16 | |
| Song Up In Her Head | Sarah Jarosz | 2:42 | |
| Complimentary Me | Elizabeth & the Catapult | 3:02 | |
| Kathy | Po' Girl | 4:17 | |
