Hi Rhandrich-
I'm on the east coast but I know a lot of your fellow Oregonians leave them uncovered for the duration of the year. Yes, drainage is the most important thing to keep them happy. They will rot if they sit in a pool of water. I'm sure you've heard of the use of chicken grit to keep them off the damp soil?
I have seen some (GregC?) make small hoophouses for their beds and cover with plastic so it's definitely an option. You could also tuck them under an eve or roof. If this is your first year with them, maybe experiment and leave some out and tuck some away if it's not too much trouble?
What is your container mix composed of? Does water pool in them?
Jesse