I think a season pass at Granite Peak in Wisconsin is like 450 if you get it at the last minute. If you plan on hitting up that place more than 6 times a year then it's your best bet by far.
Snowfall here sucks. All hills in WI that I know of have been making snow around the clock and no one is truly "open" yet. How do you expect them to absorb that cost? Definitely can't be cheap to have crews working long hours and making snow 24 hours a day.
Overpriced season passes? Meh, a little. Depends on how much you want to go snowboarding I guess.