I will one up you...how about a biathlon type event?
A timed top to bottom run down Gunny. Get to the bottom, change into riding gear and then a ten mile (or 5 mile) MTB ride ending back the lodge. Change into you ski gear and then one more top to bottom run down the bumps. Lowest total time wins. That would be a truly unique and awesome event.
i'd be up for it,
only issue i know of would be the lack of a legal mountain bike trail...
"no bikes on blue blazed trails" .... wouldn't go over well
nepaug isn't far... but i don't see it working.