You know the tune well. Johnny Cash, Willie Nelson, Kris Kristofferson, and Waylon Jennings lend their vocals for the historical recording of The Highwayman. And then I discovered it has been covered multiple times, all in good fun by those that appreciate the original song. I'll be adding to this collection as I find out more. Feel free to share in the comments of those I should check out and post!
The original version by the Highwaymen
Shooter Jennings, Kris Kristofferson, Willie Nelson, and Jamey Johnson did it
Merle Haggard, Kris Kristofferson, Willie Nelson, and Blake Shelton did it on the Grammys
Fifth on the Floor, Jayke Orvis, and Carolina Still covered it while in Kentucky
White Buffalo did a version by himself
Jimmy Webb, who wrote The Highwayman, brought in a newer version along with Mark Knopfler
Iced Earth rocked it out in this metal version.