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Yeah, I don't think he actually owns it, the Timberline camp is run by the ski area, more specifically it's run out of the ski school. That camp is directed more towards beginner/intermediate park riders. You will have your own park with really no one in it, the set up is small- medium, nothing over 30 feet for sure. and then if you are confortable with that stuff, you can move into the public park which is right next to the private park. You do get to stay in the Lodge whch is nice.
Windells is going to have the best off hill activities skating, dryslope, tramps etc.
Check out Mt Hood Summer Ski Camp (MHSSC) as well, they have their own park too,