Call me a non-traditionalist but I usually just wear low-rise Servus Northerners (about $30 at most Farm Supply stores) over my Asolo hiking boots. My feet are always warm and dry and the Asolo's provide great ankle support. This combination's heavier than most upland hunting boots but it works for me and I get double-duty use out my hiking boots.
OK, Reality Check: I'm too cheap to spend $200 on a pair of quality upland hunting boots and I really don't do that much hiking any more, so I'm really just trying to squeeze some more life out of my hiking boots. This combination does get the job done for me though.
JMB