My son is in grad school in Oregon so I’ve skied Bachelor and Hood Meadows. Both are amazing for different reasons. Avoid Timberline…. Boring as heck. Bachelor is huge and when the summit lift is open it’s pretty epic. Not really any extreme stuff, but lots of great cruisers, trees and meadows. Get on the road from Bend early on buddy days as the access road can get crowded. Hood Meadows is epic! Heather and Clark canyon are some of the coolest places that I have skied. So huge, you feel like a speck lol. Some really fun steeps too. They are gate access and then there is s lift to take you out at the bottom. Skiing under Mt. Hood is Awe inspiring. We also skied Hood Ski Bowl one day. No frills, old lifts but done really great terrain. Hoodoo is fun too! One day there. Super cheap. I think Thursdays are like $25 at Hoodoo. .