The Cumberland Gap, a mountain pass in the Appalachians located where Kentucky, Tennessee and Virginia meet, is also the name of a song first recorded in 1924. There are countless versions. Here are a few that I really like.
Let’s start with bluegrass, and Flatt and Scruggs.
Now on to Old Time and Tommy Jarrell on the fretless banjo
Here’s a combo called Notorious. Very nice playing
And finally, the Rockridge Brothers