Crater is up there with the best of our NP's. There is a half and I think full Marathon on or around August 16. If you are a runner it is a must run event. If not avoid that date. (may be the week before?)
Beckies in Union Creek has huckleberry pie!
If you are bringing mountain bikes you need to go through Oakridge and ride the Alpine Trail! One of the finest pieces of single track in the world!
There are some epic mtb rides and the world class plays in Ashland.
So much to see and so little time!