I have been to Jackson 3 times; only one of the times was there enough snow to (barely) do any skiing. It looks like the trail system would be great, but I guess I just haven't hit it at the right times. We ended up driving far to find snow, although we were lucky enough to stay at the Thorn Hill Inn.
Thinking of doing an impromptu trip either next weekend or the one after. We have theatre in Boston next Friday night, so I am not sure how getting up early on Saturday would be, but there's going to be more snow up there and I am in the ski mode.
Deb, I would not be doing any overnight camping in the winter, but I we did think we could make it to the top of the mountain and back if we started early in the AM. The trails don't seem to be as well marked as the ski trails. While I haven't done a snow shoe as long as 12 miles before, I am pretty sure I can handle it.