I wear boots - and yes, the better brands are extremely comfy. High-quality leather, broken in... divine. Big'ol has a couple dressy pairs that he wears with slacks. (Big'ol sez: "They're comfortable enough for everyday wear, but they're not trainers or anything. They're not running shoes.") Most of the farm/ranch outfitter places have nice, sturdy work boots that lace up and some of them look suspiciously like hiking boots. I have two pairs of Luchesse mules with 3.5" heels that may well be perfect shoes - I've trekked across Atlanta airport (almost a mile... with a heavy carry-on) in 'em with no fatigue or ill-effects. My Tony Lamas need a heel repair but I used to wear them a lot. They do crunch my toes a bit. boots are like any shoe, ymmv, certain brands are better for certain feets.
... including Hunting through the woods. <snicker>What did you think I was gonna say???
I like the work boots better ... can't imagine creeping through the wet woods wearing ostrich skin boots.