Of you go with the kenetreks, you better get them soon and start breaking them in. Some say 30 miles before they are broken in, some say they don't need break in.
Check out Lowa Tibet or even Asolo boots on Sierra trading post. I'm wearing asolo boots this September unless it is really cold or there is snow.
I agree, as I have hiked many mountain miles in hunting boots, but have experienced no better ankle support and sidehill hiking comfort than with the Kenetrek Extremes. I wear them beginning in the warmer fall weather throughout the colder snowy months and have found them to be the best hunting boot I have owned. From the get-go they were comfortable.I personally wear my 400 gram kenetreks in any weather! They are warm but I don't really notice. But in all seriousness I would recommend the mountain extremes because they go higher on the ankle for more support (I also have a bad ankle).