Ryan, this sounds like it'd be so insanely idiotic that it could be an awesome trip.

I've done touring in the winter, and lots of night riding, but never the two together for more than the ocassional night I got caught out late.
Don't let the naysayers discourage you, but be careful. That kind of riding in the winter is nothing to sneeze at. If you haven't already, you'll want to invest in some serious lights and maybe some solar panels to charge them.
A search on Crazyguy turns up
a few journals about winter touring.