| Deep Water | Amy Helm | 4:08 | |
| Story of You | The Flatlanders | 2:00 | |
| Cowboy Song | Arlo Guthrie | 3:42 | |
| Maiden Voyage | Caroline Herring | 3:41 | |
| A Perfect World | Kate Campbell | 3:17 | |
| Whippoorwill | Greg Brown | 3:25 | |
| Willin' | Richard Shindell | 3:15 | |
| Inches And Miles | David Mallett | 2:37 | |
| Holding On | Cheryl Wheeler | 3:59 | |
| If I Could Be the Rain | Rosalie Sorrels | 2:55 | |
| Reverie | Amanda Anne Platt & the Honeycutters | 3:39 | |
| Spring | Richard Shindell | 5:07 | |
| In Chicago | Amy Speace | 3:42 | |
| I Always Told You the Truth (feat. Lynn Miles) | Desperado, Jony De Boer, Lynn Miles | 3:20 | |
| Fishin' with You | Carsie Blanton | 2:16 | |
| Someone Is Listening | David Myles | 3:07 | |
| Bittersweet Grand Canyon | Kirsten Jones, Suzie Ungerleider | 4:19 | |
| Love, The Magician | Dave Carter, Tracy Grammer | 4:18 | |
| Hinges | Chatham Rabbits | 3:34 | |
| My Baby Loves Me | Red Molly | 2:17 | |
| Goin' back to Harlan (Aka Appalachian Dream) | Kate & Anna McGarrigle | 4:57 | |
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| Summer of My Dreams | David Mallett | 3:08 | |
| Dark Eyed Gal (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:58 | |
| Barbershop Blue | Mirabelle Defoe | 3:16 | |
| When My Work Is Done | Stephen Fearing | 2:48 | |
| Lovin' Eyes | Applewood Road, Amber Rubarth, Amy Speace, Emily Barker | 2:15 | |
| Hard Light | David Mallett | 3:28 | |
| I Love You a Thousand Ways | Brennen Leigh | 2:51 | |
| Someday Soon | Lucy Kaplansky | 4:01 | |
| Walking The Beans | Greg Brown | 3:46 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| The Raven's Sun | Catherine MacLellan | 3:18 | |
| Black Mountain Lullaby | Caroline Herring | 4:11 | |
| Next Best Western | Richard Shindell | 4:17 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| If I Had Known | Greg Brown | 3:25 | |
| Thank God for the Road | The Flatlanders | 5:00 | |
| Good Times | David Mallett | 3:16 | |
| Two Gunslinger | Mirabelle Defoe | 3:27 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| Farewell Lone Ranger | Mary McCaslin | 3:12 | |
| Circle Of Friends | Mary McCaslin | 4:41 | |
| She Believes In Me | John Stewart | 2:34 | |
| If You Were A Bluebird - 2022 Remaster | Joe Ely | 2:58 | |
| Today Is The Highway | Eric Andersen | 2:26 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Come On Up To The House | Sarah Jarosz | 4:27 | |
| Wayward Wind | Mary McCaslin | 3:29 | |
| Letter From Heaven | Bill Morrissey | 1:54 | |
