This will probably go against the majority, but I prefer an ankle-high, hiking-type boot as opposed to the 9" or higher boots that are usually sold as "hunting boots." Then, I wear gaiters to protect my lower legs.
I also do not like Gore-Tex linings. They don't breathe as well as an all-leather boot without the lining, and they aren't as water-proof as a good old rubber boot. So, back when I lived in Florida and hunted in swamps, I used a rubber boot. Now that I live in Colorado I use an all-leather boot and it is plenty water-proof for the occassional step in a puddle or quick creek crossing.
I prefer higher boots that tightly binds the ankle and has a "tongue" that attaches to the rest of the boot, making it water resistent when I step in shallow creeks, etc. I recommend this if you will be hunting late in Oct at greater than 6-7k ft because you will most likely be in snow. Wet fall, first snow that makes for a sloppy mess and you be stepping puddles, etc.
I like complete leather and no-cloth, the reason is because certain areas I hunt (like NW CO are semi-arid) and have a good deal of cactus. The needles will go right through cloth and its not much fun stopping to dig needs out. Oh sure, folks should watch where they step, but everybody makes mistakes.
Whatever you do, make sure they are the right size, and your foot doesn't slop around alot inside the boot. This, along with moisture, leads to blisters.
Get the boots broken in beforehand. Lace `em tight. A loose boot will murder your feet. A tight boot may feel like it will hurt you - but it actually `saves your bacon'. Lately I have gone to a half size smaller and thin socks, especially for warmer weather.
I use rockys with 800 gram thinsulate and the gortex liner the bottem is fairly long lasting and not to bad for warmth and my feet never get wet the only problem is the bottem between the liner and sole is lacking insulation but when i put news paper in between it helps a lot. I work in construction so these boots get double duty usually buy a new pair in fall and wear all the way till spring every day . some guys swear by Redwings others at 'em
Have you thought about a trip out west for big game? Have you dreamed about what it might be like to ride horseback through the beautiful Rocky Mountains, while looking for deer or elk? Have you dreamed maybe of traveling to Canada for a moose, elk, bear or deer hunt? Have you wondered what it might be like to see the wild Alaskan bush?
Well, I have a little advice for those who have wondered those, or similar thoughts. JUST DO IT!! If you think you might enjoy it, my bet is that you...