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Portland

For many, Portland is a geek's dream location.  With the highest number of comic book artists and writers second only to New York City, Portland has a welcoming and active geek community.  There are ample comic shops, gaming stores, and even a comic convention to satisfy your every guilty (or not so guilty) pleasure.  Just a short trip across the border from Vancouver, WA, Portland is a perfect location for day trips and exploring.  With ample natural offerings in mountains, parks, and the coastline, there is plenty of opportunities to explore more active endeavors as well.  There is a very diverse visual and performing arts community and ample museums to wander through and spend the day.  Portland is also a very ecologically progressive city with a youthful, laid back vibe.  It should definitely be on the short list of geek destinations. 

Conventions

Comic Shops

Gaming (Video)

Gaming (Tabletop)

Attractions

Retailers