Weather the Season in Style with the Best Men’s Boots for Fall

fall boots

Whether you’re more inclined to wear a boot geared toward the functional (like the updated Huckberry Duck Boots) or something more sleek, our pick for the best boots for men this fall has something for everyone. We think  the best men’s boots for fall should be a constant companion this season, able to be paired with your favorite jeans and your favorite flannel shirt as readily as they can be worn with a slim herringbone suit or olive chinos and a shawl cardigan. Check out the list below and decide for yourself.

Florsheim Indie Lace-Up Cap Toe Boots – $100
best mens boots fall florsheim indie lace up

Looking for an inexpensive pair of refined-yet-versatile black boots? A pair of boots to wear to your next rock concert or to a long day at the office this fall? For under $100, you can’t beat the Florsheim Indie.

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Huckberry All-Weather Duck Boots – $180
best mens boots fall huckberry duck

A beastly and brand-new set of boots from the excellent E-commerce retailer, Huckberry really did think of everything here, from the waterproof leather to the classic (yet slimmed-down) duck boot construction. We love these to wear on any fall adventure you happen to get into. Just pair them appropriately with tough chore pants and a waxed trucker jacket.

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Quoddy Wabanaki Chukka – $270
best mens boots fall quoddy chukka

Richly crafted Horween Chromexcel leather makes these beautiful chukkas a surefire fall style bet. The shock-absorbing crepe rubber sole provides comfort on long fall park strolls, and we love the fact that they’re lightweight and unlined, making them perfect for wearing with thick boot socks and your favorite pair of dark selvedge denim.

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Nisolo Andres All-Weather Boots in Waxed Brown – $288
best mens boots fall nisolo andres

We’ve long loved the sleek silhouette and dependable style brought to the table by Nisolo, and that gets a shot in the arm with the Andres All-Weather Boots. These boots are hard-wearing, durable, and ethically made. Is there a better combo out there? Wear them with slick black denim, a thermal Henley, and a dark indigo denim jacket on the weekend.

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HELM Jakob Boots in Brown – $300
best mens boots fall helm

We’re all about boots that blend the sporty and the rugged, like the Jakob Boots from Austin’s HELM Boots. They’re craftsmanship and versatile style rolled into one, to say the least. HELM’s branded Malt Raptor sole, perfect for traction in slick fall weather, helps set them apart; as does the rich brown Horween Chromexcel leather.

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M. Gemi Grotta Boots – $348
best mens boots fall m  gemi grotta

For those who favor boots that are a little bit dressy and a little bit edgy all at once, there’s M. Gemi. Taking inspiration from the sort of silhouettes that wouldn’t look out of place at the finer menswear establishments of the world, these boots are refined and ready to wear with your best suit.

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For something a little more weather-proof, but no less fashion-forward, check out The Manual’s picks for the best rubber rain boots to keep your feet high and dry this winter.

Article updated October 8, 2018 by Beau Hayhoe. 

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