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There's so many, it's hard to pick one. "Lost Highway" sticks out because Hank didn't write that, it's a Leon Payne song. Here's the "original" version:
https://www.youtube.com/watch?v=u6P6_nwnZ-c
Per Colin Escott: "In recent years, 'Lost Highway' has been the title of several books, a stage show, a record label, and a television series. In 1997, director David Lynch used it as a film title. It's seen as one of Hank's defining records, if not a defining moment in country music, which makes it ironic that it barely dented the charts on release and doubly ironic that it's not even one of Hank's songs."
The Mekons also did it for my favorite Mekons album:
https://www.youtube.com/watch?v=AMzszayth1k
Jason & The Scorchers also did it:
https://www.youtube.com/watch?v=F67Jzc0cB-4
Jeff Buckley recorded it:
https://www.youtube.com/watch?v=yLg0YzIZ1W4
Many, many more...
― birdistheword, Wednesday, 15 May 2024 19:22 (one month ago) link
And "I'm So Lonesome I Could Cry" probably has a wider breadth of singers covering it: many jazz and pop singers have covered it, like Helen Merrill and Connie Stevens, lots of rock n' rollers like Little Richard, Elvis Presley, Tommy James and The Shondells, Del Shannon, The Everly Brothers, etc...but Alfred posted my favorite already, from Al Green on what's probably the greatest of his '70s masterpieces, Call Me.
― birdistheword, Wednesday, 15 May 2024 19:25 (one month ago) link
I think the number one track I would have gone for is called May You Be Alone. I thought I knew it from that 40 Greatest Hits set. The Godz cover it on Contact High.
Failing that I went for I Saw The Light.
― Stevo, Wednesday, 15 May 2024 19:57 (one month ago) link