i tried alot with Dosbox and Win95/98 on my Raspberry Pi, before i switched to Android.
You definitly need some drivers specially for Windows 98+, but most games i tried
were not able to run. It is not worth the work, even because Windows runs painfully slow.
I good shot would be a windows emulator: look at https://eltechs.com/product/
There is some kind of Android Version available, but i never tried.
I tried the “Exagear Desktop” thing on my Raspberry Pi, and it workes with some games:
Anno 1602, Ports of Call 2, Europa Universalis 1+2, Unreal Tournament.