That's a great question and I'm looking forward to the replies.
I may hike as much as 2-3 miles in one given direction during a fishing excursion in the Sierras. I only use hiking boots at this point in time and have wondered the same thing about what to wear. I used to have some wading boots that did me fine up and down the trail. They plumb wore out. Now I avoid getting my boots wet and if I do, then it's a long hike back with squeaking boots. Too many bushes, rocks, logs, etc. keep me from changing from my sturdy hiking boots. My fishing spots involve a great deal of hiking and I don't want to carry gear. It is a puzzle.