| Colorado | Stephen Stills | 2:52 | |
| I'm Writing a Novel | Father John Misty | 3:35 | |
| Keep It Clean | Willie Watson | 3:35 | |
| Clay Pigeons | John Prine | 4:27 | |
| Casey Jones - 2013 Remaster | Grateful Dead | 4:25 | |
| Box #10 | Jim Croce | 2:27 | |
| Egg & Daughter Nite, Lincoln Nebraska, 1967 (Crazy Bone) | John Prine | 4:05 | |
| Willin' | Little Feat | 2:54 | |
| I Got Loaded | The Wood Brothers | 4:03 | |
| Me & Magdalena | The Monkees | 3:33 | |
| Far from Me | John Prine | 5:09 | |
| Stoplight Kisses | The Cactus Blossoms | 2:17 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Just Us Kids | James McMurtry | 5:08 | |
| Roll Um Easy | Little Feat | 2:31 | |
| Way Out West | Marty Stuart And His Fabulous Superlatives | 5:41 | |
| Time > Breathe Reprise > | Greensky Bluegrass | 5:38 | |
| Spring Wind | Greg Brown | 4:34 | |
| Forget the Flowers - 2017 Remaster | Wilco | 2:45 | |
| Annabelle | Gillian Welch | 4:04 | |
| Sugar Magnolia - 2013 Remaster | Grateful Dead | 3:19 | |
| Unlock more with Songs Like X Pro |
| In Spite of Ourselves (feat. Iris DeMent) | John Prine, Iris DeMent | 3:33 | |
| Tell Old Bill | Dave Van Ronk | 4:24 | |
| Shady Grove | Jerry Garcia, David Grisman | 4:19 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Dire Wolf - 2013 Remaster | Grateful Dead | 3:14 | |
| That's the Way That the World Goes 'Round | John Prine | 3:20 | |
| Perfect Timing | Drive-By Truckers | 2:57 | |
| Run It | My Morning Jacket | 4:37 | |
| Caroline (feat. Belle Plaine) | Colter Wall, Belle Plaine | 2:53 | |
| Stockholm | Jason Isbell | 2:51 | |
| Scarlet Begonias - 2013 Remaster | Grateful Dead | 4:19 | |
| What's So Funny 'Bout Peace, Love and Understanding? | Nick Lowe | 4:03 | |
| Beg Steal or Borrow (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:32 | |
| Birmingham | Shovels & Rope | 4:00 | |
| Still Out There Running | Nathaniel Rateliff & The Night Sweats | 4:53 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |
| You Should've Seen The Other Guy | Nathaniel Rateliff | 3:01 | |
| Wasting Time | Nathaniel Rateliff & The Night Sweats | 3:44 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Excuse Me While I Break My Own Heart Tonight - Strangers Almanac Album Version | Whiskeytown | 3:14 | |
| Far Away Eyes - Remastered | The Rolling Stones | 4:23 | |
| Watch It Fall | Billy Strings | 4:36 | |
| Melissa | Allman Brothers Band | 3:55 | |
| Where Have All The Average People Gone - Single Version | Roger Miller | 3:01 | |
| Mercy Now | Mary Gauthier | 5:50 | |
| The Night They Drove Old Dixie Down | Joan Baez | 3:26 | |
| Ode To Billie Joe | Bobbie Gentry | 4:15 | |
