Nickname for Portland because of all the rainfall it receives. Puddletown has made its way into popular PDX culture, as it's commonly affixed to names of businesses, sports teams, et al.
A holiday, similar to Valentine's Day, celebrated the third Saturday in October. This holiday was invented by candy confectioners to sell more candy, but it is taken pretty seriously in Milwaukee.
A hodad is a guy who pretends to be a surfer but really isn't. He may or may not actually surf, but for the most part chills at the beach and tries to look cool to pick up women.