

Surprised there is no mention of the eXoDOS collection here. It has thousands of DOS games that run through a launcher with tuned emulation settings for each title.
Personally, I like playing with real hardware but this is probably the best option right now for a jukebox style experience on a modern PC.
I have found that the new adapters you can buy are very unreliable. I ended up buying a 20 y/o USB 2.0 dock on eBay and that seems to work with every drive I throw at it.