Timberline generally closes for a week or two at the end of summer due to typical maintenance. Other than that, they're open year round.
The problem, at this point is whether Timberline will be able to retain enough to snow this year to stay open that long. If you're going to be skiing at Timberline as well as staying on the mountain...try to do it as early in the summer as possible.
There are numerous places to stay. Hotels, cabins, houses, camping, etc. Things to do: fishing, hiking, drinking beer, checking out some of the shops and tents that will be set up in Government Camp. There's plenty to do on the mountain, it's just a matter of looking around. You'll keep yourself plenty busy.
Info on sites? Websites? Not really sure what you mean.
Either way, depending on when you go...expect to ski. There's usually a prime public park in the beginning to mid-summer. As far as finding a place to stay, I would definitely call in advance and figure out where you're headed. You do realize that Mt. Hood is roughly an hour outside Portland don't you? Make sure you've got transportation and lodging before you hop on a plane...
Also keep in mind that Timberline in the summer is pretty expensive, so bring some cash. If you want to stay nearby, check out the Ark, it's a shady motel on your right a few miles after you pass by Welches on your way to the mountain.
'now i have tendanites in my achelles tendan in my other ancle' - skibrdingbitch
North Carolina? Damn thats a long way. I live in Oregon, and we've had nothin but rain for 2 weeks. If your gonna spend that much money, then go to Whistler. Mt. Hoods snow is so low right now, go to canada, im serious
you could go with camping, there are some free spots nearby that you could just stay for a good while. if you do, check up on forest service regulations, you might have to move around. and have transportation, its a good distance between places. and have lots of water , you need it