| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| L.A. Freeway | Guy Clark | 4:56 | |
| Red Rose Nantahala | Hiss Golden Messenger | 4:05 | |
| St. Brendan's Isle | Jake Xerxes Fussell | 3:52 | |
| The Inlaw Josie Wales - Live | Phish | 2:56 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Never Going Back Again - 2004 Remaster | Fleetwood Mac | 2:14 | |
| Champaign, Illinois | Old 97's | 3:25 | |
| Help on the Way | Béla Fleck | 7:38 | |
| Over Everything | Courtney Barnett, Kurt Vile | 6:19 | |
| Dress Sexy At My Funeral | Smog | 5:30 | |
| Something’s Rattling (Cowpoke) | Benjamin Gibbard | 3:51 | |
| Greener Grass | Julian Lage & Chris Eldridge | 3:02 | |
| Box of Rain - 2013 Remaster | Grateful Dead | 5:18 | |
| Three Ravens | Jake Xerxes Fussell | 2:42 | |
| Blue Skies | Willie Nelson | 3:33 | |
| Fade Into You | J Mascis | 4:35 | |
| Two Little Feet | Greg Brown | 4:50 | |
| Back into Your World | Son Volt | 3:45 | |
| Clay Pigeons | Blaze Foley | 3:00 | |
| Most of the Time | Bob Dylan | 5:04 | |
Unlock more with Songs Like X Pro |
| Coalminers | Uncle Tupelo | 2:33 | |
| And It Stoned Me - 2013 Remaster | Van Morrison | 4:32 | |
| Rexroth's Daughter | Greg Brown | 5:00 | |
| Lone Pine Hill | Justin Townes Earle | 3:03 | |
| Life Worth Livin' | Uncle Tupelo | 3:32 | |
| 4 + 20 | Crosby, Stills, Nash & Young | 2:06 | |
| Black River Killer | Blitzen Trapper | 3:28 | |
| Julep | Punch Brothers | 5:26 | |
| The Walton's (Theme) - 1991 Longview Farm Acoustic Demo | Uncle Tupelo | 1:14 | |
| I Pity the Country | Willie Dunn | 2:55 | |
| Guinnevere - 2005 Remaster | Crosby, Stills & Nash | 4:37 | |
| Million Dollar Bill | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:03 | |
| Johnny Appleseed | Joe Strummer, The Mescaleros | 4:02 | |
| Cave Man | Chris Smither | 5:23 | |
| Roll Um Easy | Little Feat | 2:31 | |
| Quiet Corners & Empty Spaces | The Jayhawks | 3:06 | |
| Gone Gone Gone (Done Moved On) | Robert Plant, Alison Krauss | 3:32 | |
| Ohio Air Show Plane Crash | Joe Henry | 6:29 | |
| Waiting For The Sun | The Jayhawks | 4:20 | |
| Biloxi | Ted Hawkins | 4:41 | |
| Away From The Mire | Billy Strings | 7:43 | |
| Deep River Blues | Doc Watson | 3:12 | |
| Make Me A Pallet On Your Floor | Mississippi John Hurt | 4:33 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |
| Church Street Blues | Tony Rice | 3:08 | |
| Trampoline | Joe Henry | 4:33 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| Please Be With Me | Cowboy | 3:42 | |