Nostalgic Distros?

I tired Linux a few times in the past, but didn’t really start using seriously until 2019. I love poking around old OSs and distros, and I want to spin a few up in some VMs my next free evening.

Any suggestions? Open to any distro (or let’s be honest, DE). Any versions that holds a special place in your heart or that’s exceptionally novel? Really interested to see what’s out there!