Winter Boots Our top 10 choices

We all know that as a dude, fall/winter is the only real season that allows us to show off our style. Awesome outerwear, soft as hell sweaters in all of the colors, and of course, winter boots. It seems like an easy concept to grasp– just buy some boots. Black and brown. But don’t you want to show the world you’re more than a two shoe cowboy?

Yes! I heard you through the screen. Luckily for you, you can trust VB to help out if you’re in the market, you’re stylish (or want to be), or maybe just a bit clueless.


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The edgy pick of the list comes from Doc Marten in the incredible Victor Chelsea boot. Do us all a favor though, don’t wear a pair of seafoam, bootcut khakis with these.

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To boot (or not to boot) New York offers up this Stallworth Captoe lace-up boot for all of you artsier guys out there (or even dudes wanting to step up their boot game). This kind of cognac goes with every color in your closet, so go freaking wild, guys.

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The Brysen boot from the Rail comes in three different colors (grey, navy, and this snazzy tan) and we love this color. Looks high-end, can add a pop of interest to an outfit, and it’s suede- keeping your feet warm since 2016.

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The old classic snow boot- a necessity if you live in a place that snows. Shocking revelation, right? In the south we see it maybe 5 times a year. If you’re up north, snow boots are absolutely dire to own. Why not do it up? These Sorel 1964 Premiums are badass and look like something old fishing boat captains would own in the 40’s. Rad.

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So what happens when it rains? You can’t wear your leather chelsea boots out. Get your $400 pair of rad boots wet? Hell no. That’s where stylish rainboots come in. Hunter to the rescue with these chelsea rain boots.

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The price is steep, but so is the style. We are always impressed with the men’s lines Valentino rolls out every year. If you’re looking for a classic yet edgy take on the chelsea boot and splurge a bit, check out this rockstudded boot from Bergdorf.

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We love the engineer style of this boot. Buckle plus the elastic inset make this one versatile boot. Plus, it’s Frye and what boot list isn’t complete without a pair from Frye?!

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Another pair of Frye’s?! Yes. It’s our list, we will do what we want with it. Why? Because we love these double monks from Frye. After the Jones Double Monk from Frye (honorable mention), we have kept our eyes peeled for the boot version and were stoked to see these pop up.

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Coach’s Alston Jodphur Black Boot is a great, simple, non-chelsea boot that works for dressing up, down, and all around. Sorry, we had to.

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Last but not least, we have this hiker boot from John Varvatos. These are awesome if you want to add some character to an otherwise boring outfit– the color is on point, the laces on point, and the finish is all over the point.