| Whatever Happened to Rose | Bob Weir | 4:19 | |
| I Won't Slip Up | The Delines | 4:13 | |
| Grandma's Hands (feat. Mavis Staples) | Willie Nelson, Mavis Staples | 3:10 | |
| Jesus Was a Social Drinker | Chuck Prophet | 4:54 | |
| No Reason to Quit | Merle Haggard, Willie Nelson | 3:15 | |
| Devil's in the Jukebox (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 3:59 | |
| Cowboys Are Frequently Secretly Fond Of Each Other | Orville Peck, Willie Nelson | 3:38 | |
| Sad Songs and Waltzes | Cody Johnson, Willie Nelson | 3:32 | |
| Mr. Bojangles | Jerry Jeff Walker | 5:28 | |
| Long May You Run - 2017 Remaster | The Stills-Young Band | 3:48 | |
| They've Trapped Us Boys | Jakob Dylan | 4:01 | |
| Guns of Umpqua | Drive-By Truckers | 3:51 | |
| Glad and Sorry | Golden Smog | 3:33 | |
| Salford Sunday | Richard Thompson | 4:08 | |
| Songbird | Eric Clapton, Willie Nelson | 2:55 | |
| Free To Go | Neal Casal | 6:03 | |
| Before the Deluge - Remastered | Jackson Browne | 6:21 | |
| Pick Up the Tempo | Waylon Jennings, Willie Nelson | 2:34 | |
| No Regrets - 2008 Remaster | Tom Rush | 3:51 | |
| Kathleen | Josh Ritter | 4:08 | |
| Time of the Preacher | Willie Nelson | 2:25 | |
| Unlock more with Songs Like X Pro |
| The Losing End Again | Neal Casal | 3:12 | |
| Lay Me Down (with Willie Nelson) | Loretta Lynn, Willie Nelson | 2:50 | |
| Blue River | Rick Danko, Eric Andersen, Jonas Fjeld | 4:48 | |
| Let the Mystery Be | 10,000 Maniacs | 3:08 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| Great Big Love | Bruce Cockburn | 5:11 | |
| Jenny of the Roses | Hiss Golden Messenger | 3:38 | |
| Before I Go | John Hiatt | 3:34 | |
| Pancho and Lefty | Merle Haggard, Willie Nelson | 4:47 | |
| Willin' | Little Feat | 2:54 | |
| Good Hearted Woman | Waylon Jennings | 3:01 | |
| Early Mornin' Rain | Gordon Lightfoot | 3:08 | |
| April Fool | Pete Townshend, Ronnie Lane | 3:34 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Please Be With Me | Cowboy | 3:42 | |
| Always A Friend | Alejandro Escovedo | 3:35 | |
| Sing One With Willie | George Strait, Willie Nelson | 4:21 | |
| To Be Without You | Ryan Adams | 3:21 | |
| Purple Rain | Dwight Yoakam | 4:42 | |
| Magnolia Mountain | Ryan Adams & The Cardinals | 5:51 | |
| The River Knows Your Name | John Hiatt | 4:25 | |
| The Night They Drove Old Dixie Down | The Band | 3:31 | |
| Jesus, Etc. | Puss N Boots | 4:11 | |
| Ethylene | John Hiatt | 4:03 | |
| Are You Sure (Hidden Track) | Kacey Musgraves, Willie Nelson | 3:55 | |
| Set Me Down On A Cloud | Lukas Nelson and Promise of the Real, Lucius | 7:16 | |
| 1952 Vincent Black Lightning | Richard Thompson | 4:43 | |
| Goodnight Irene | Willie Nelson, Tom Petty | 4:30 | |
