from what i know(have alot of friends that go up yearly) mt hood isnt uncomfortably packed and there are 3 resorts up the mountin for boarding meadows, timberline, and ski bowl. it usually has good snow for havin fun. last year we didnt have the best snow for boarding, to hard and icy. but the last month was good. hope that helps.
You won't be disappointed with either Timberline or Meadows, if you go mid-week you will almost have the trails to yourself. You can also head over to Bend if you want to try all the resorts we have.
i don't think it has changed much since i moved away. It was always affordable, and a great time. good size resort challenging and a good snowpark. Please keep in mind its been about 10 years since I rode mt hood it may have changed.
From what I hear it's some of the best skiing and snowboarding in the US, if not, the world! Go for it!
Mt Hood is solid, but definitely doesn't have the kind of terrain or snow to be in the Top 20 for best skiing or snowboarding in the US. Still definitely a solid ski mountain with 3 different choices, and Ski Bowl rules on powder days and night skiing when it's cold enough. Typically not too packed, and all 3 resorts (especially Timberline) are really good place to learn to ski or snowboard with lots of flatter terrain and rollers.