Black Butte Ranch is nice. I almost got lost mountain biking around the peaks across from Black Butte and above the Metolius River a few years ago. If you don't mind touristy places, the town of Sister's isn't too bad.

If you can make it to Crater Lake, you might want to check out the Oregon Caves as well. http://www.nps.gov/orca/ The historic lodge at Crater Lake is very nice too.

Also, If you are looking for places to dine... the McMenamin's chain of brew-pubs are great places. http://www.mcmenamins.com/ Try the Terminator Stout and Ruby. The Terminator Stout mustards is probably the best mustard I've ever had. Their burgers are really good too... try the Hamilton or the Communication Breakdown.