Your Fall Boot Checklist

Suede chelsea boot, $529 by Common Projects

September 6, 2016

There's something about the coming cooler temperatures that just makes you want to trade in your lighter kicks for something more substantial. Something that can take on the unpredictable weather of the season. That can easily pair with the textures and fabrics of fall. You want a boot. And in 2016, that means you want a boot that isn't too bulky but still has some masculine heft to it. And you definitely want to invest in a well-made pair that can take the shit getting kicked out of them. Look for quality stitching and some substantial, durable soles. Here are three styles you'll be seeing a lot more of this autumn, along with the best ones to consider buying right now.

Waterproofing Primer

When maintained properly, leather boots can be an investment that will pay off for a lifetime.

Suede chelsea boot,
$529 by Common Projects

Suede chelsea boot, $529 by Common Projects

The Suede Chelsea Boot

Originating in the Victorian era, the boots were eventually adopted by London's hip Chelsea set and blew up in the US after the Beatles invaded America in them. Today's best versions are a little less slick, with a more substantial sole. Like the natural crepe rubber sole on our new favorites from the Italian brand Astorflex.

Astorflex, ~~$179.98~~ / $149.98

Astorflex,
~~$179.98~~ / $149.98

H by Hudson, $195

Vince, $350

Common Projects, $529

Frye, $328

The Simple Chukka

Consider these the lazy man's dress shoe. A comfortable boot that can be worn with the best of suits or a well-worn pair of jeans. They're so classic, they always make you look respectable. But they're comfortable enough to wear day in and day out. Meaning, you'll wear the hell out of these.

Cole Haan, ~~$250~~ / $175

J.Crew, $318

Wolverine 1883, $195

Clarks, $65

H by Hudson, $165

The Rugged Workman

Thick-soled and sturdy, today's best styles toe the line between bulky work boots and fancy dress versions. They pair nicely with your tailored and cuffed wool trousers but, of course, were made for beat-up denim or worn-in chinos.