Is GOG considering doing a turn-based strategy bundle, or at least one with the HOMM games in it?

There's probably a pretty good chance of a Might and Magic bundle.

"Screw this strategy! I WANT TO BE MIGHTY AND MAGICAL!!!!!!"
-ebeeto

Only GOG knows.

I wouldn't expect something mixed together from bigger publishers, like HoMM from Ubisoft, Master of Orion from Atari and King's Bounty from 1c, but a HoMM or maybe Might & Magic bundle is quite possible.