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Sim City 2000 is on GOG, where it is playable on modern computers. They also sell Sim City 3000 and 4, without DRMs.

> Still have the old games, but I haven't had the willpower to learn how to use Wine.

Maybe check PlayOnLinux? It provides a front-end to Wine and automatizes game installations via custom scripts. Basically, you select your game in a list, it installs it, then puts a launcher on your desktop.

https://www.playonlinux.com/en/

Most SimCity 2000 discs come with the DOS version, the Windows 3.11 version, and the Windows 95 version. The DOS version runs just fine under DOSBox if you don't want to get into Wine too deeply.