Here's your trip:
From Portland Airport, ake the 205 south.
When you see the Willamette Exit in the West Linn area, exit, go under the freeway, and take the first right and there will be a great McMenamins. It is literally only a block from the freeway, this will take you no time at all, but will be a highlihgt of the trip.
Have a beer or two. One of the best places in Oregon to do so.
Get back on the 205 Freeway, heading south.
Merge with I-5 South about 5 miles later.
Drive through Salem.
At the southern end of Salem, take the Detroit Lake exit (Hwy 22).
Head East. Once you are in the mountains, this is one of the most beautiful stretches of road in the state, in my opinion.
After you get to the eastern side of the mountains, you will go through Bend. There is a whole new road system that is not on most maps, and can be a bit tricky. Might as well stop again....
As you begin to go through Bend, stay on the main drag. No exits or turns...
You will go under an overpass, then a few lights. You will come to a street called "Greenwood".
Take a right.
Take a left on "Wall" just a couple blocks up.
Take another immediate left.
Take ANOTHER immediate left. This will be "Bond"
Park.
At the corner ofBond and Greenwood is a little place called "Deschutes Brewing Company".
Go in, have a few more beers. This is one of the best brewers in Oregon.
When you are done, you may decide you want to live here. Just know it gets a little cold in the Winter...
Go back to Greenwood. Turn towards the freeway, but you will go under it.
Turn right on Third. This is the street you came into town on.
Turn right. Go south until you meet up with 97.
Turn left.
Drive a few more hours until you get to Klamath Falls. 97 in this stretch is very straight, and relatively cop-free.
Have a good road trip across Oregon. Don't forget those two, very important stops...