This Labor Day weekend I made it to near John Day. That's as far east I've gotten with the KLR. I've only been riding for a year.
It was a great ride up the Clackamas River, then through the Mount Hood National Forest, Old Barlow Road (kicked my butt and the KLR bucked me off in the sand), Wamic, Shaniko, Antelope, Fossil, and camping at the John Day river north of the Painted Hills. Next day Mitchell and big loop via Heppner, Condon to a campsite at the Deschutes River near Maupin. Then a ride home via Lolo Pass.
While the ride was 80% pavement, the KLR was awesome to get to the out-of-the-way places in those parts of Oregon. Mine is a 2006 model, red, not as good looking as yours.