| Helplessly Hoping - 2005 Remaster | Crosby, Stills & Nash | 2:37 | |
| Promises to Keep | Eliza Gilkyson | 4:23 | |
| Freedom Highway (feat. Bhi Bhiman) | Rhiannon Giddens, Bhi Bhiman | 4:49 | |
| One Way to Pray | Sam Beam, Jesca Hoop, Iron & Wine | 3:28 | |
| Holding On | Cheryl Wheeler | 3:59 | |
| Slave Driver | Our Native Daughters, Amythyst Kiah, Rhiannon Giddens, Leyla McCalla, Allison Russell | 4:41 | |
| Don't Call Me Names | Rhiannon Giddens | 5:00 | |
| Sweet Love of Mine (Acoustic) | Joy Williams | 2:55 | |
| Helpless | Molly Tuttle, Old Crow Medicine Show | 4:25 | |
| Pacing The Cage | Bruce Cockburn | 4:40 | |
| If You've Gotta Go, Go Now - Bonus Track | J. Tillman | 3:45 | |
| First Day of My Life | Bright Eyes | 3:08 | |
| The Angels Laid Him Away | Rhiannon Giddens | 2:31 | |
| Hey Stranger | Watchhouse | 3:27 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| No Fool For Trying | Madison Violet | 3:13 | |
| Bitter Truth | Iron & Wine | 3:02 | |
| Million Miles | Molly Tuttle | 3:49 | |
| Midas Tongue | Sam Beam, Jesca Hoop, Iron & Wine | 3:03 | |
| 16, Maybe Less | Calexico, Iron & Wine | 4:49 | |
| A Light in the Window | Carrie Newcomer | 3:41 | |
| Unlock more with Songs Like X Pro |
| This Land Is Your Land | Phosphorescent | 3:40 | |
| I Hope That I Don't Fall in Love with You | Hootie & The Blowfish | 2:58 | |
| The May Morning Dew | Dervish, Rhiannon Giddens | 4:09 | |
| Bright Lights and Goodbyes | Sam Beam, Jesca Hoop, Iron & Wine | 3:43 | |
| Hold Your Head Up High | Darlingside | 3:37 | |
| You Don't Know How It Feels | Walk off the Earth | 3:42 | |
| The Way It Goes | Gillian Welch | 4:01 | |
| Birmingham Sunday | Rhiannon Giddens | 6:13 | |
| Song in Stone | Iron & Wine | 3:21 | |
| Listen With Your Heart | Nora Jane Struthers | 4:26 | |
| I Love You (And You Are a Fool) | Jeffrey Foucault | 2:28 | |
| I am a Child | Red Horse | 3:26 | |
| Wild World - Acoustic Version | Joanna Wang | 3:45 | |
| Wayfaring Stranger (with Francesco Turrisi) | Rhiannon Giddens, Francesco Turrisi | 4:47 | |
| In Your Own Time | Calexico, Iron & Wine | 3:09 | |
| Homeless | Kris Delmhorst | 4:44 | |
| Don't Think Twice, It's All Right | Peter, Paul and Mary | 3:16 | |
| Hold You Dear | The Secret Sisters | 3:51 | |
| Jealous Guy | Hurray For The Riff Raff | 3:27 | |
| Don't Think Twice It's All Right | Ted Lennon | 4:04 | |
| Hey Bébé | Rhiannon Giddens | 3:19 | |
| This Must Be The Place | Iron & Wine, Ben Bridwell | 3:32 | |
| Tonight Will Be Fine | Teddy Thompson | 3:36 | |
| Empty Spaces | Mary Gauthier | 3:43 | |
| From Me To You | Ane Brun | 1:57 | |
| Old Pine | Ben Howard | 5:28 | |
| All The Right Reasons | The Jayhawks | 3:24 | |
| In My Life | Madison Cunningham | 2:56 | |
