I used to work at windham, its okay for quick midweek trips but I wouldnt waste my time there. Their park is sketchy and they dont have a pipe anymore. If theres snow it can be fun, but thats typically not the case. To be honest I'd probably swing over to Hunter instead.
Okemo, Mt Snow, Killy and Jay are my favs. Again if there's snow Bromley is fun, and Stratton is a blast too. If you're going to head way up north Sunday River is pretty rad, but its a hike.
Whiteface (aka ice face) always seems to get whipped by winds, but the night life usually makes up for that.
Any idea on how the crowds are midweek at Hunter?