Which coast of north America is the leeward coast and which is the windward coast?

If you count the jet stream then the prevailing winds are from West to East making the

the West coast the windward side. (This is of course given that the assumption is made over a period of time.) Not taking into account the jet stream, there have been numerious times when the honor has floated between each coast for prevailing winds.

So the real question, does it really matter?