| Cowboy Song | Arlo Guthrie | 3:42 | |
| Cover Me With Roses | Jackson C. Frank | 2:31 | |
| Josie | Kris Kristofferson | 3:11 | |
| Tarkio Road | Brewer & Shipley | 4:32 | |
| Don't Ease Me In | Henry Thomas | 2:58 | |
| I Must Be Somebody Else You've Known | The International Submarine Band | 2:20 | |
| When the Ship Comes In | Arlo Guthrie | 4:27 | |
| Younger Generation - 2003 Remaster | The Lovin' Spoonful | 2:39 | |
| Someday Soon | Judy Collins | 3:46 | |
| The Last Thing On My Mind | Doc & Merle Watson | 3:22 | |
| Oh Mommy | Brewer & Shipley | 3:03 | |
| Now and Then | Arlo Guthrie | 2:23 | |
| Accidentally Like a Martyr | Warren Zevon | 3:06 | |
| Cortez Sail | Terry Allen | 6:10 | |
| I Can't Help but Wonder Where I'm Bound | Tom Paxton | 3:41 | |
| Got No Bread, No Milk, No Money, but We Sure Got a Lot of Love | James Talley | 2:11 | |
| Jug Band Music | The Lovin' Spoonful | 2:50 | |
| Tearjoint | Dan Penn | 2:52 | |
| Somebody Turned on the Light | Arlo Guthrie | 3:19 | |
| Miller's Cave | The International Submarine Band | 2:48 | |
| Burden of Freedom | Kris Kristofferson | 3:21 | |
| Unlock more with Songs Like X Pro |
| If I Needed You | Doc & Merle Watson | 2:36 | |
| Lazybones | Leon Redbone | 3:06 | |
| One Road More | The Flatlanders | 2:38 | |
| Worried Blues | Doc & Merle Watson | 3:15 | |
| Anytime | Arlo Guthrie | 1:50 | |
| The Night They Drove Old Dixie Down | Richie Havens | 4:14 | |
| Rudee Down in New Orleans | Blaze Foley | 2:07 | |
| Midnight Moonlight | Old & In The Way | 5:16 | |
| Cold Snow | Jonathan Edwards | 2:20 | |
| Corner Street Bar | Dillard & Clark | 3:33 | |
| Scotch And Soda | The Kingston Trio | 2:33 | |
| Howdi Do | Woody Guthrie, Arlo Guthrie | 4:13 | |
| Boxcars - 2022 Remaster | Joe Ely | 3:59 | |
| Don't Tell Me Your Troubles | Ronnie Hawkins, Duane Allman | 2:14 | |
| Lost In The Ozone | Commander Cody and His Lost Planet Airmen | 2:13 | |
| Walkin' Down The Road | The Ozark Mountain Daredevils | 3:26 | |
| Jackknife / The Red Newt | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 3:30 | |
| Standing On The Rock | The Ozark Mountain Daredevils | 3:54 | |
| Along The Road | Doc & Merle Watson, T. Michael Coleman | 2:51 | |
| Black Sky | The Ozark Mountain Daredevils | 3:08 | |
| At The Crossroads - Alternate Mix | Sir Douglas Quintet | 4:37 | |
| She Darkened The Sun | Dillard & Clark | 3:09 | |
| I'm Gettin' Ready To Go | Michael Hurley | 3:52 | |
| Cobblestone Mountain | The Ozark Mountain Daredevils | 2:24 | |
| Waiting For A Train | Boz Scaggs, Duane Allman | 2:41 | |
| Age | Jim & Ingrid Croce | 2:14 | |
| Peace & Happiness | Ted Hawkins | 2:32 | |
| Tomorrow Is A Long Time | Ian & Sylvia | 3:19 | |
