Leaderboard

My $0.02 having had similar questions in the past is to make sure you are on the same page as your partner and that you are both willing to have open and honest communication about your risk tolerance and how things are looking throughout the day. I have been in the mountains with folks who are so attached to achieving the objective that they fail to observe important things around them or are unwilling to discuss them in fear of 'having to bail" - typically conditions that are getting sketchy. I'm not all THAT experienced but in my view the mountains will always be there and I want to be able to keep coming back for a long time. If you keep coming back you will continue build more and more experience. It's a slow process (for me at least) but there are other places to go pedal to the metal where you aren't so far out there if something goes awry. Sounds like you two are pretty well matched to get out and have a good time i.e. there isn't a massive disparity in abilities. South side of hood is always a good way to go like others have said - Timberline lodge is pretty high which makes things easier and there are a variety of different routes to access from there. Also, the Alpine Mentors content is high quality. Not 100% certain I am on topic here, so forgive me if I'm not.

May is not a great time for rock yet; I would doubt you can get into Forbidden easily either. Weather is also less stable this time of year so that would dictate my climbs. If N Ridge of Baker is a goal I would do a steep snow climb, then a steep snow with glacier climb, then that one. You could do all those on/around Baker. That said, weather could just be junk too so you might do the first two on Hood or another volcano. For alpine rock I would look at the Stuart Range as access can be better this time of year and it will be drier than N Cascades (still a hike).

south side of hood seems right for what you're looking for - or the cooper spur on the north side if you want it to be a little cooler (and use them skis)