I started to do this with https://github.com/jpivarski/executor-mac68k-emulator and Emscripten (with Claude driving) and got SimCity 2000 running as a single-page app with sound.
Then I found https://systemless.org/ which is a similar project.
Still, super cool.
That's an interesting fork. If it runs SimCity 2000 already, you could set up a page that lets one try it (with user-supplied game files). You can do the same thing as my project: set the GitHub Pages source to GitHub Actions and create a workflow for Pages (https://github.com/dbohdan/glider/blob/b4d14cfd52873c0378995...).
I didn't know about Systemless. I know Classic Mac fans to share it with.
Still getting sound working, but I hope to have that done shortly.
If you want to add more games, consider The Yukon Trail. Thanks to the magic of bootleg CD-ROMs, it's the Trail game I had as a child in Europe. It is probably weaker than Oregon, but it's worth a playthrough. Collections generally ignore it in favor of the more famous sibling.