| Life Is Sweet | Natalie Merchant | 5:12 | |
| Hell on Wheels | Judy Collins | 3:03 | |
| Passengers - Acoustic | Aoife O'Donovan | 3:36 | |
| Safety Zone | Eliza Gilkyson | 4:17 | |
| North Star | Amy Ray, Phil Cook | 3:12 | |
| 100 Proof | Julian Taylor | 3:58 | |
| Numbers Game | Ben de la Cour, Becky Warren | 2:59 | |
| I Envy the Wind | Andrew Combs | 3:14 | |
| Flying Home | Paula Cole | 4:55 | |
| The Last One to Go | Will Hoge | 3:53 | |
| Don't Stop Lovin' Me | Eliza Gilkyson | 3:22 | |
| Making Believe (feat. Rose Cousins) | David Myles, Rose Cousins | 2:36 | |
| Let the Mystery Be | 10,000 Maniacs | 3:08 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Avalon, My Hometown | Bruce Cockburn | 4:20 | |
| The Trouble with Wanting | Joy Williams | 3:55 | |
| I Wish (I Knew How It Feels to Be Free) | Paula Cole | 3:39 | |
| Time, Be My Friend | Dar Williams | 4:06 | |
| Sam Stone | John Paul White | 4:26 | |
| Corpus Christi Bay | Phosphorescent | 5:17 | |
| Gloryland | Old Crow Medicine Show | 4:12 | |
| Unlock more with Songs Like X Pro |
| Ok Kid | Dead Horses | 3:59 | |
| Holiday | John Paul White | 2:31 | |
| Ain't This The Strangest Town | Fantastic Cat, Anthony D'Amato, Don DiLego, Brian Dunne, Mike Montali | 4:27 | |
| It's All Good | Dead Horses | 5:15 | |
| Ships in the Harbor | Tommy Prine | 3:32 | |
| There You Are | Heidi Talbot, Mark Knopfler | 4:03 | |
| Never Going Home Again (feat. Seth Avett, Erin Rae, John Paul White) | Nicole Atkins, Seth Avett, John Paul White, Erin Rae | 3:07 | |
| Born at the Right Time | Mipso | 3:44 | |
| Transatlantic | Aoife O'Donovan, Kris Drever | 4:32 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| The Weight | Mavis Staples, Levon Helm | 5:56 | |
| River | Natalie Merchant | 5:32 | |
| Lonely Time | Chris Smither | 3:22 | |
| Love To Spare | Nicki Bluhm, A.J. Croce | 3:01 | |
| Green Flash | Jobi Riccio, Erin Rae | 4:29 | |
| Green Eyes Crying | Paula Cole | 4:38 | |
| Time Rolls By | Caitlin Canty | 3:35 | |
| How Bad I Wanna Live | Maya De Vitry | 2:53 | |
| Ready To Move On | Rodney Crowell | 4:14 | |
| Hate This Town | Mariel Buckley | 3:43 | |
| Symmetry of Starlight | Blue Rodeo | 4:48 | |
| Someone's Sometimes | Jamie O'Neal, John Paul White | 3:31 | |
| If I Needed You | David Thorne Scott, Paula Cole | 5:37 | |
| Saturn Girl | Paula Cole | 4:18 | |
| Going Where the Lonely Go | Robert Plant, Alison Krauss | 4:10 | |
| Man In The Long Black Coat | Joan Osborne | 4:50 | |
| Some Misty Morning [Feat. Erin Rae] | Logan Ledger, Erin Rae | 4:25 | |
| Trouble In The Fields | Lyle Lovett, Kathy Mattea | 3:29 | |
