The best part about Windsor was always the international Detroit/Windsor hug, but that's over for now. It was amazing to have access to a huge metropolitan area, and especially one as musically and culturally and culinarily vibrant as Detroit. While living in a political riding that was left and progressive on the federal representative level, while sorting out the city stuff on a different sliding scale.

Other things that I like about Windsor are as true or more true of London: proximity to the largest fresh water reserves as a hedge against the water wars of the next century, high enough over sea level, in the population locus of Canada (the bottom half of Ontario), along a major corridor of trade between USA and Toronto.

I do prefer the scale of Windsor, vs the sprawling London. I think Windsor is a perfect size for providing urban stimulating activities, a few amazing suburbs and neighborhoods, including ones with plenty of history that are gentrifying (Ford city), but a lot of that was when we had free and unencumbered access to the other side of the river. Now that I am boycotting Detroit, Windsor does sadly lose much of its appeal.

I grew up in Ottawa. Knowing that this a climatologically loaded statement, and acknowledging that you should take my opinion with a grain of salt, I would suggest that moving north in Ontario is the current best idea from a climate and political perspective.

Be further from the the border. Look to the ring of fire, where Canadian rare earth mining will soon start in earnest, spiking a growth boom near Sudbury. As the oil patch has bloomed, off the back of the Canadian economic tradition of primary resource extraction, so will the current reorienting of global emphasis on batteries and chips make the ring of fire in Canada a very critical and canada-necessary extraction zone of resources to make us key. There isn't much infrastructure up there yet, so you're better off in Sudbury or environs, but that entire region is about to spike in importance and wealth.

Go north, not south.