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Planning stages - Seattle, Portland, San Francisco?

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Just in my planning stages now for trip in either September or October. Never been to OR or WA and would like to spend time in both. San Francisco mentioned purely related to driving up (or down) the coast. If it makes more sense to just split a week between Portland and Seattle, that works too. I'm not going to be hiking - can't physically handle it anymore. Interests are entertainment (blues music especially), theatre, driving scenic routes, finding little hole in the wall adventures/restaurants, wine, small town fairs/carnivals, art exhibits, craft fairs, good local food, good hotels - not necessarily pricey and historic all the better. Basically, I like to wander and stumble across little treasures to remember. Checking into some info now but looking for opinions - what do you folks in Oregon and Washington believe are the "stand-outs" for your state?

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