Where would you get a season pass to?
In other words, Breck, Keystone, Vail, Beaver Creek, Arapahoe Basin, Canyons, Heavenly, Northstar, and Kirkwood each had their own season pass that was NOT reciprocal with the other resorts.
I would imagine that due to lack of competition, season passes would cost around $1,000-$1,500.
A lot of "ifs" here, but I think I'd forgo all those resorts together and get a Winter Park pass. If I had any cash leftover, I'd get a Breckenridge pass, since both mountains seem to compliment each others deficiencies.
Winter Park has moguls, and Breck has steeps and gnar (yes, it does, ya just gotta hike a little). I would consider A-Basin since you don't need to hike for a lot of the steeps, but in the end I'd chose Breck over it due to it's size.