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As the leaves start to turn and the air becomes crisp, it’s time to transition your wardrobe from the laid-back vibes of summer to the sophisticated style of fall. And what better way to do that than by stepping into a pair of the best dress boots for the season? Whether you’re strolling through the city streets or heading out for a weekend adventure, a great pair of dress boots not only keeps your feet comfortable but also adds a touch of rugged refinement to your look. 

Read on to discover our picks for the best men’s boots that will help you make a statement this fall. Step confidently into the season with boots that are not only on-trend but are built to withstand the challenges of the modern man’s lifestyle.


Banana Republic Jaxon Leather Boot

Handmade in Portugal from high-quality Spanish leather, this handsome leather lace-up boot boasts a rich, pecan brown color. The boot’s toe box is borrowed from traditional moccasins and the quick-lace hooks make it easy to put on and take off. A foam footbed and rubber soles provide superb comfort for all-day wear.

Thursday Boot Co. Men’s Captain Boots

This comfortable, durable, and versatile cap toe boot is handcrafted with the highest quality Tier 1 USA leather and features Goodyear welt construction. The Captain is built to last with a premium look that lets the quality of the materials like the supple glove leather interior and the Poron® Antimicrobial Shock Absorbing Insoles speak for themselves.

Astorflex Dowel Flex Boot

These classic 8-hole ankle boots are built with Astorflex’s legendary craftsmanship. The Dowelflex uppers are made from thick-yet-soft bovine nubuck that’s been drummed in water and naturally dried, resulting in a subtle patterning unique to each pair. Handmade in Northern Italy, the natural plantation crepe outsoles ensure a soft landing and excellent shock absorption.

Beckett Simonon Medina Boots

A boot that’s handcrafted with a premium full-grain leather upper that is supple, durable, and will develop a beautiful patina over time. What’s more, the boot’s leather lined insoles will adapt to your feet’s shape to form custom-like footbeds. Available in five handsome colorways, the boot is hand finished with carnauba wax and shea butter for a natural luster and deep color.

Adelante Havana Dress Boot

The made-to-order Havana Dress Boot delivers a classic work boot profile that’s dressed up in premium materials. This full-grain leather lace-up boot boasts Goodyear welted construction that is durable and fully resoleable. Handcrafted in Guatemala by a skilled craftsman, the boot has a stacked leather heel and high density memory foam insoles that provide all-day comfort.

Nisolo All-Weather Andres Boot

This all-weather take on the classic lace up trench boot takes sustainability seriously with its Leather Working Group Certified leather upper. The boot’s functional, shock-absorbing rubber soles are studded for extra traction and they are fitted with comfortable, ultra-cushioned, Cellfit™ memory foam removable insoles.

Beckett Simonon Lopez Boots

Rooted in their WWI Service Boot heritage, the Lopez boots have been refined to reflect the aesthetic of today’s gentlemen. These boots have been modernized with hand-polished full-grain leather, clean lines, and double layered soles, and they look fantastic paired with denim, chinos, flannels, and even a casual suit.

Aether Apparel Moto Boot

Aether’s Moto Boot is made with 100% vegetable-tanned Italian leather and features internal D3O® ankle-protection pads, making them perfect for, you guessed it, motorcycling. What’s more, the boot features a Vibram “Commando”-style sole with low-profile forefoot lugs and a reinforced-leather shift-pad area on the vamp to prevent wear through from shifting.

Lucchese 6” Lace-Up Derby Boot

Crafted from premium American bison, the Lace-Up Derby Boot has a stacked-leather heel and 6-inch shaft. Available in Black and Whiskey colorways, Lucchese’s boot has a contemporary look with Western inspiration and is perfect to pair with cuffed jeans or chinos.

Thursday Boot Co. Wingtip Boot

Beautiful hand-finished full-grain leather coupled with the original brogue pattern define these head-turning boots. The leather uppers provide a stunning finish that only gets better with age. Full glove leather interior lining ensures the softest touch, while the premium round waxed cotton laces give the boot a clean and sophisticated look.

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