When it comes to winter boots, again and again we turn to Red Wing. For winter shoes you first need a shoe that will hold up. After that you and only after quality can you look at style. In the winter it doesn't matter how nice it looks, if the shoe isn't durable, water proof and warm, who cares.
Red Wing boots are a staple in quality boots and they look good, that means they are worth buying. As with any good dress shoe, boots should hold up for years no matter what you put them through. Red Wing boots will be good for years. Drying them out after the snow and the rain, and wear them again and again.
Especially nice when they come in interesting options like blue leather or chukka boots. Basically, if you don't have a pair, buy yourself some Red Wing boots.
Dude those top 2 pics are actually boots by Wolverine, not Red WIng. I used to work for Wolverine, and RW were a direct competitor of ours. They do make beautiful boots, like you say, perfect for Winter. Check out the Wolverine 1000 Mile boots if you haven't done so before, they are incredible value for Goodyear welted full leather boots.
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Savile Joe