emt0229 wrote: I am trying to figure out if EARLY May stills brings the threat of bad weather.
The short answer is yes. May is a crap shoot in terms of weather - could be great, could be crap. We typically see a significant decrease in POP after July 4. See summary stats here:
My advice: If early May is what works out in terms of your vacation schedule then by all means gear up for Mt Hood but also gear up for rock climbing and visit Smith Rock State Park if the weather is poor on Mt Hood. Chances are the weather will be decent at Smith and it really is a unique, historical crag with routes to please everyone: sport climber, crack climber, aid climber.
You really only need a 24 hour break in the weather for Hood, so if you come for a week and the weather is bad, hang at Smith, watch the weather and if it turns for the better make a dash for Hood.