Crater Lake is not too far off the freeway coming through Oregon. Well worth the stop and see. Of course coming from the south, there is not a lack of "gotta see" stuff.
I am doing the Run for the Wall this spring so I will be gone from May 15 till June 10 and then the Nassir Goldwing gathering in South Dakota the 2nd week of July. If I am free when you are traveling north, I would be interested in riding down to the Cannon Beach Oregon area and ride up with you.
Just a thought.