From Pittsford to Pittsburgh
I lived in Pittsburgh around ages four and five, so I had to take the missus and the kids to the Duquesne Incline, of which I have fond childhood memories, and also to the house I lived in, to show them the hill down which daddy got a bad brush burn on his big wheel (it was a time and place in which little kids could ride around on the streets by themselves) and the neighbor's bush which I burned down with a sparkler on the Fourth of July.
We also visited some newer sites, such as the Children's Museum of Pittsburgh and the Carnegie Science Center, two of the best places for kids I've yet been anywhere in the world, as well as the excellent National Aviary. The missus and I enjoyed the various neighborhoods, most of all the Mount Washington Mexican War Streets neighborhoods. It was also a pleasure to hear the distinct accent of this ancient city.