Although raised a midwesterner and back in the area (Louisville) I don't think I would stay here if not for the great job and being close to family in their twilight years.
As my other passions are snowboarding, flyfishing, cycling, hiking, travel and photography I think my "where would I live if I won the lottery" place would probably be the mountains of Colorado, Wyoming, or Utah, possibly as far north as southwestern Montana or as far west as the Reno-Tahoe area. But the only way I could make a decent living in any of those places would be to work by computer remotely and on off hours---not the most pleasant of employments IMHO.

If money and employment were absolutely NO factor I might seriously consider moving to the Fife region of Scotland---great golf, beautiful scenery, and only a couple hours away from the opportunities o do all those other things I love, as well as wear a kilt without sticking out like a sore thumb.