I've been wearing a pair of Tackheads for the past two winters (this will be the third). I do about 50 or 60 miles a week on pavements in them & have had them (Vibram) heeled once. Great boots, IMHO. They're much more worn-in than this stock photo.
I bought them off of a company on eBay that I'd bought classic 6" Timberlands from in the past. I tried these because I felt that the 6" aren't the boots that they once were.