For the Oregon portion, I honestly think my area is your best choice - Central Oregon (Bend/Redmond/Sisters).
Perhaps you can talk with some of the folks that were here in Redmond for the CCR and ask them about the area.
From Bend you can go west right into the cascades, with several scenic mountain rides. You can go north, and again, mountain riding. East is through the high desert, a country that I really enjoy. And you've got the Ochoco Mountains to ride in. Continue East through John Day - nice country - and you can get into the Blues, Hells Canyon (AWESOME), Joseph and Enterprise.
Head south and you have Clear Lake, Summer Lake, Fort Klamath. The list goes on and on.
You can ride desert, mountains, lava flows, you name it, all about 3 - 4 hour rides from here.
The only other suggestion I could make would be the coast. One of them there soggy riders can chime in on that.
If you want more information, PM me, or e-mail me at [email protected]
I can send you some maps that might help.