As a pilot, it's a bit embarrassing to admit that I had never heard of Oshkosh before about 2006, when I seriously contemplated earning my certificate. I don't know anyone who has ever gone, and I know very little of the history of the event. It might be a long time before I'm ever able to fly there myself, but for now, I will be content with simply being there.
The biggest gathering of aircraft anywhere in the world. General aviation, warbirds, homebuilts, experimentals, helicopters, commercial, military - if it flies, it's at Oshkosh. Every year since 1953, the Experimental Aircraft Association (EAA) has hosted this monument to aviation and all things aeronautical.
I haven't flown for over a year due to work, but that hasn't kept me from planning and thinking about it on my various journeys on commercial air. Soon enough, I'll be able to fly again, bang the rust off, and try some new experiences in a new place.
For now, Oshkosh will have to do.