The Pros:
1)The best cruiser runs on Hood. Wide, mellow, fun for the whole family, kind of resort.
2)The best, most consistent terrain parks around. Creative and progressive; Timberline's park crew has lots of tricks up their sleeve.
3)The historic day lodge is like taking a step back into history. You will never see another lodge as majestic as this one.
4)Epic sidecountry!!! That's all I'm gonna say about that.
5)Summer. This is the only resort in the US that is open year round. Nothing like slashing the half-pipe on the 4th of July!
6)You get to start out with a warm up run before you have to ride a chairlift. Really nice on cold days.
The cons:
1)Their website/snow conditions page is kind of useless. More updates and lots more first hand snow reports would help out vastly.
2)Parking can fill up on peak weekends. So just make sure you get up there early if you want your Christmas turns.
3)The weather: Yes, the same weather that dumps up to 600" in a season is the same weather that shuts down and wind blasts the upper Mt. For days on end. But a good rule is if you can't see the summit or it's windy in the parking lot then you don't wanna be above tree-line anyhow.

Overall, Timberline offers up experiences you just can't find at most resorts. The views are some of the best you will ever see; 365 days a year! The snow is almost always soft and it's almost 3 miles top to bottom!
See ya up on the Palmer Glacier and just remember to put on lots of sunscreen or the UV up here will get ya.