I like the looks of that little hill...a 4 hour drive seems reasonable....3 more and we are at Whistler.
I'll most definitely be checking all the forecasts next week leading up to our departure. My buddies "silver preferred" status with United Air expires the day before we f'in leave which = large $$ for our oversized bags. Thinking we just stack the decks in the biggest bag we got and take the $100 hit each way. Bindings in our checked bag and rock some boarding boots on the plane.
From portland, more like 5-6 to get to the actual hill, without traffic...that why I suggested eve/night...going during the day or hitting rush hour in portland, seattle, or tacoma and you can get screwed.