I've visited Timberline a few times to ski and each time I go, it has been better than the first. I've stayed at they're resort and it's so cozy. I swear, it's like the movies w/o the Hollywood prices. The prices (peak season) are very reasonable. And the staff is very easy to deal with and they try and get you the best package for your needs.
It's a beautiful mountain to ski! Quite breath taking!