Deschutes Brewery Pub in Portland (also with a location in Bend) has a gluten free friendly menu as well as a gluten free beer option. They take careful measures to keep gluten free dishes out of contact from gluten containing items, but they still use flour and barley malt on site so items can't be 100% guaranteed gluten free. They ask that diners inform their servers of their gluten free needs so that they can take extra measures in the kitchen.
The gluten free menu has traditional pub fare including burgers, fries, and salads, most with organic and health-conscious twists.