Series 4 will get WatchOS 10 this fall (source), I’m not gonna worry about 11 until next summer.
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I think so, but that is because I think watchOS 11 is going to be a very minor update.
Unfortunatly nobody has a crystal sphere, but, looking at Wikipedia, I would say that the expected support span is of ~5 years. As the Series 4 is getting WatchOS 10, I would say that the Series 5 will get WatchOS 11.
But... Apple could always change their minds for the worst (stop at 10) or for the better (going further than 11), only time will tell.
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