I do love a cover version me. I’d agree that Hurt is up there (esp with the video).
Personal favourites for me are:
Blue – Cat Power (I’m not a Joni fan, but this song has such power)
Everything is Free Now – Courtney Barnett (for a wheelie everyone was covering this Gillian Welch classic)
Rebel Girl – The Linda Lindas (also love that they do Linda Linda, in Japanese, too. And the Paranmaum film version from the art house Linda Linda Linda film…)
Cruel Summer – Olivia Rodrigo (this was the proof to me that Livi has talent. Taylor Swift wrote a **** complex song that shifts key and she nails it sat in her living room live complete with squeaky keyboard pedal. “And I screamed for whatever its worth ‘I love you’ ain’t that the worst thing you ever heard”).
There are just simply far too many to list (from Gram Parsons and Bonnie Prince Billy’s Merle Haggard covers throug to Al Green’s Willie Nelson and Kris Kristoferson to Nirvana’s Mollys Lips…). It’s impossible.
ETA: my favourite Richard Thompson cover, however, the Bonnie Prince Billy & Tortoise’s Calvary Cross… sublime.