Top Three men's boot styles for fall/winter

It's no secret Fall is the best season for menswear. Jumpers, sweaters, and flannels replace your polos and Ts. Linen moves out and wool moves in. Rich, earthy tones pop like the leaves around you. It's nature's fireworks display! Most importantly, though, we get to break out the boots.

This article reviews our top five men's boot styles for Fall/Winter and shows how you can incorporate them into your complete wardrobe.

THE LEATHER WINGTIP DRESS BOOT

This Brown and Black Wingtip Boots should be the first boot in your wardrobe. It's the perfect balance between "dressy" and "casual."

The sleek profile of the upper means you can dress it up. While we wouldn't suggest wearing it to a Power lunch, this boot can be paired with heavier-weight flannel and tweed suits. 

The decorative perforations on the toe (called broguing) make the boot easy to dress down, too. Pair with dark denim and a sports jacket for a Friday night out, or with moleskin pants and a flannel shirt for running errands on Sunday afternoon. 

We'd recommend a medium to dark brown for your first pair.

THE SUEDE CHUKKA BOOT

Our second pick is a Mens Suede Chukka Boots. Originally developed for polo play and named after the 'chukka', a period in the game, this is the quintessential casual boot. 

You can find them in smooth leather, waxed leather, and suede- and we'd recommend the last one for your first pair. 

While the last can vary between an elongated, Italian-style and the stumpier, American type, the chukka works beautifully for a range of casual styles. 

Pair with a T and some denim, or throw on a safari jacket to spice it up a little. 

Dark brown, caramel, tan, or even grey are great options for you.

THE CHELSEA BOOT

Our third recommendation is Black Leather Chelsea Boots. Designed and introduced by Queen Victoria's personal shoemaker, it's a close-fitting, laceless, ankle-high boot characterized by a sleek last, low heel, and an elastic strip on the shaft to help the boot slip on and off with ease. 

Materials also come in smooth calfskin and suede- though for your first boot we'd recommend the sleek leather. 

The model has gone in and out of fashion throughout the decades, but we find the style to be perfectly timeless.

Dress the boot up with a smart business suit if you're inclined to a "mod" style, or dress it down with slim jeans. For the most flattering and streamlined look, we'd recommend a tapered trousers here.

While the Chelsea comes in a range of colorways, we'd recommend dark brown or black for your first pair.

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