Bend is really nice. Great mountain biking if you are into that this time of year. Deschutes brewhouse would be my stop I would want to hit. And looking up Sumi. You can mountain bike some great rides from this place in the pic, and there can also hike to the top of these falls (Tumalo falls, right near Bend). This was three years ago as of a weekend or two from now. A side trip to some of the volcanic areas where you can check out the lava and geology is good too (there is one south of town I seem to remember), and/or a side trip to the quaint, if a bit touristy, but beautiful town of Sisters could be fun.