rtcvb32: I would say if the different system supports all the appropriate calls and manages it right, i don't see why not.
Though some software may not work right even in DosBox, as it doesn't use MS-DOS and you aren't running on a real BIOS. One such program i remember trying was a Qbasic program i did which was to make/access maps i make for D&D and the like. But that wasn't what broke, what broke was the font replacement com file i made, which failed to replace the 128+ (
upper Ascii) characters with my own set of characters out.
Though that is a particular case, most games/programs just change the graphics mode which has nothing to do with font.
GoG more or less has set it's own configs to try and make the game work correctly, you may have to do a little elbow grease work to fill in details if something doesn't match correctly. Though i'd guess those are few and far between, as soundcard/graphics/speed are the only three things you need to worry about.
Also to note, there's an emulator you can use for the Raspberry Pi, which accurately emulates MS-DOS and dos environment, so you could be running on what more-or-less feels like actual bare-metal systems.