I was asked this question this weekend when I made a stereotypical joke about wanting to retire (I'm 35 and unlikely to retire any time soon).
That combined with rd95's post about moving has me thinking about what I want to do when I retire. This isn't a lottery question, it's a question of what I think I want to be doing and where I want to be doing it when I'm 65 and living off the previous forty year's of savings.
The best I can come up with is to live somewhere like Adirondack Park. Land is reasonably priced if you don't have any views, and I think I'd enjoy the solitude and company of nature. But that's 35 year old me thinking that. Would I be able to live that way in my late 60s? Medical care is accessible only with a car, and even then there are only small hospitals in the area. Major medical care probably means going to Albany two hours away.
My local alternative is probably to buy a small house in town, something with only one story and reasonable access to mass transit. That sounds like a bland retirement goal. This is bugging me now. I wish I had a good answer.
What about you, hubski? What do you want to do when you retire?