For all your DOS games, do what I do and use dosbox which runs every DOS game I have thrown at it (including games that were a pain to get running on a real DOS machine). And its how many companies who have re-released their old DOS games have supported those games (ID Software uses it for old DOS titles on Steam, EA uses it for old DOS games on Origin and any number of companies use it for old DOS games on gog.com)
There are ways (not 100% sure what though) to run old 16 bit Windows games on 64 bit systems as well.
Or you could just run Windows XP in a 32-bit virtual machine on top of a more modern Windows running as 64 bit and use that for any games that are incompatible with a 64 bit system.
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