| Iowa | Dar Williams | 4:47 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Like A Songbird That Has Fallen | Luther Dickinson, Amy Helm | 2:54 | |
| Workin' On A World | Iris DeMent | 3:49 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| This Morning I Am Born Again | Lucy Kaplansky | 3:06 | |
| My Country | Joe Purdy | 6:32 | |
| Angels and Acrobats | Rod Picott | 2:55 | |
| All of Your Stories | Jesse Winchester | 2:33 | |
| Sometimes Just the Sky | Mary Chapin Carpenter | 6:23 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| Believe (feat. Mary Gauthier) | Homesick Hank, Mary Gauthier | 5:33 | |
| To the Stars | Applewood Road, Aaron Lee Tasjan | 3:10 | |
| I Could've Been Your Lover Too | Rachel Baiman | 3:09 | |
| Homeless | Kris Delmhorst | 4:44 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| After You're Gone | Iris DeMent | 4:04 | |
| Morning Trian | David Francey | 2:28 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
Unlock more with Songs Like X Pro |
| I Can't Wait | Kieran Kane, Kevin Welch, Fats Kaplin | 3:31 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| Life is Fine | Tom Rush | 3:39 | |
| Unknown Legend | Caitlin Canty | 3:55 | |
| River Girl | Kelley Mickwee | 4:47 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Barroom Girls | Gillian Welch | 4:13 | |
| Goodbye | Mary Gauthier | 3:32 | |
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | |
| Feathers & Wishbones | Amy Speace | 2:22 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| I'm the One to Blame | Allison Moorer | 2:28 | |
| You Won't Find Me | Amelia Curran | 3:23 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| When Will I Be Changed (feat. Bob Weir) | Josh Ritter, Bob Weir | 5:52 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Gulf Coast Highway | Red Molly | 4:17 | |
| Hello Stranger | Catie Curtis, Mary Gauthier | 3:12 | |
| Let The Good One Go | Courtney Marie Andrews | 2:51 | |
| 'Til It's Over | The Secret Sisters | 2:56 | |
| Better Than This | Amy Speace | 3:40 | |
| Try | Birds of Chicago | 5:11 | |
| Arrow | Cheryl Wheeler | 4:20 | |
| Everything To Hide | Sarah Jarosz | 3:23 | |
| Prayer Without Words | Mary Gauthier | 6:09 | |
| Kathy | Po' Girl | 4:17 | |
| Wildflowers | Chris Hillman | 2:51 | |