This like asking what kind of car should you buy. There are plenty of choices. First thing, though is fit. I don't care what they cost, if shoes or boots don't fit right, they could be free and be a bad deal.

Tell us more about what you will be doing and you will get better answers. I like Asolo boots because they fit me well, but I do simple day hikes in a pair of cross-trainers. When I was hiking in New Zealand, I wore full leather Asolos and was glad I did because of the terrain.
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Don't get me started, you know how I get.