mt bachelor itself is pretty much non-resorty. they have a tubing hill and there are dog sledders training up there (not sure if you can walk up and pay for a ride). there is no lodging until you drive back down to Bend (20min.) once you get into bend there is a decent pub life; high desert museum south of town, ice skating in sunriver, typical ski town shit in both bend and SR. not really a resort on the mt at all tho, just lodges with food/gear.
Timberline has a sick hotel that you can ride down to/walk to lifts. the Shining was filmed there. hottubs and all that crap. problem is its timberline and it pretty much sucks. meadows is pretty damn good and about a 20min drive from tline lodge... good snow that early is a crap shoot in years of late. PDX is 1:30 away
i can't speak to washington.