I'm saving up for a pair of La Canadienne boots. I have the toughest time finding boots that are comfortable, and I've heard really great things about the brand in terms of comfort and quality (plus they're waterproof, which I can't believe!). They'll cost you though:
http://www.zappos.com/n/p/p/7261884.html
You know, zappos will match any price you find plus beat it by 10%. The only caveat is that the place charging the lower price must have the exact item you want IN STOCK in your size/color. Zappos has free, fast shipping both ways and a great return policy.
Not to get off topic, but I remember a post about how a tall boot is meant to fit around the calf, and now I can't find it. Does anyone know this information?