-Super Nintendo
-Sega Genesis
-Sega Dreamcast
I'm leading with the SNES because it had had a fantastic library of titles, and the art styles in most of them have aged well. There were so many good JRPGs (Final Fantasy, Front Mission, Chrono Trigger, Secret of Mana, Star Ocean etc etc etc!) not to mention Super Mario World. Bring It, and I will Buy It.
Genesis comes second, for similar reasons. While IMHO the library wasn't as strong or as timeless as the SNES, there are still a great number of gems that I think will hold up, and that I would love to play again. These include the Tactical RPGs Shining Force I&2 and Langrassir/Warsong, the more western RPGs D&D: Warriors of the Eternal Sun (Was like a D&D themed Ultima title) and Shining in the Darkness, and obvious classics like Sonic.
Dreamcast rounds out my list because there were a number of great titles there that most people never got a chance to play. It's on the bottom of my list, though, because (again IMHO) older 3d games just don't age as well as older 2D sprite & tile games. I can still play Super Mario World and get sucked right in, but I find it hard to get back into those first generation 3D games (Crazy Taxi, Mario 64). The low polygons, low-res textures, and dangerous lack of AA just throw me off!
There were some great titles that were only released in Japan, but have since become more popular here as a result of emulators and fan-made translations (I'm looking at you Seiken Densetsu). How feasible would it be to see those games with their translations on GOG?