Step Ahead: The Definitive Guide to This Season’s Best Boots for Men

We’re not just gabbing about any old pair; we’re zeroing in on the top-tier, style-boosting, pavement-pounding champions of the season.

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Image: Ralph Lauren Leather Boots, Le Majordome M59 Galosh Boot and J.M. Weston Golf Montant Lace-Up Boot.

Gentlemen, gather 'round. It's time to talk boots. We're not just gabbing about any old pair; we're zeroing in on the top-tier, style-boosting, pavement-pounding champions of the season. Picture this: a world where rugged leather doesn't just meet the road, it owns it. While shoes are busy being diplomatic in boardrooms, boots are out wrestling the elements. They're the footwear of choice for history's trailblazers, and they're not about to change their stripes. Whether you're trekking through the wilderness or just strolling to the café, a good pair of boots ensure you arrive with a story to tell.

The best men's boots cover a spectrum of needs. Some are rugged enough to tackle mountainous paths; others are slick enough dress shoes to slide through the most sophisticated soirées. Then there are those rare breeds that effortlessly bridge the gap between rugged and refined. With such a dizzying array, picking the perfect pair becomes an adventure in itself. In our lineup, boots are more than an editor-approved addition to your shopping cart. They're the showstopper that’ll have you making a statement with every step, whether you're navigating the wilds or the wine-and-dine world. 

From the sleek elegance of Italian leather to the rugged, straightforward charm of American workwear, each pair is a testament to the art of boot-making. Whether you're conquering new peaks, ruling the boardroom or simply owning the city streets, these boots are your steadfast companions. 

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John Lobb Alder Leather Boots

John Lobb's Alder boots, inspired by the daring spirit of 1940s ski escapades, are engineered to conquer any terrain. The British brand’s signature palladium lace hooks infuse a touch of elegance into their sturdy build. With Goodyear-welted construction, notched storm welts and rubberized soles, they ensure lasting comfort and durability. Ideal for weekend explorations or urban adventure.

$2,270, SHOP NOW

John Lobb. John Lobb

Todd Snyder Nomad Suede Chelsea Boot

The Chelsea boot, a timeless classic tracing its lineage back to Victorian elegance, found its fame with England's 1950s "Chelsea Set." Todd Snyder's Italian rendition elevates this icon with sumptuous suede uppers and supple crepe soles, harmonized with the quintessential elastic side panels for a flawless fit. Whether paired with denim or wool trousers, these boots deftly strike a chord between heritage and contemporary.

$398, SHOP NOW

Todd Snyder. Todd Snyder

Red Wing Shoes Classic Moc Boots

Initially made for 1930s iron miners in Minnesota, these moc toe boots have adapted to modern needs with a slip-resistant Traction Tred outsole, making them equally suited for uneven trails and urban pavements. The durable finish is designed to develop a unique patina over time, complete with an iconic flat-bottomed sole, robust triple-stitch construction and brass speed hooks. The brand also makes several pairs of fully waterproof boots, too, if you’re looking for a dependable pair of rain boots.

$350, SHOP NOW

Red Wing Shoes. Red Wing Shoes

Blundstone Chelsea Boots

Blundstones are a versatile powerhouse, seamlessly transitioning from the rugged wilderness of Tasmania to the avenues of Manhattan. The boot brand’s utilitarian 1615 model, in particular, encases your feet in water-resistant waxed suede. Equipped with Blundstone's SPS Max Comfort system and a robust outsole, the slip-on shoes ensure unmatched comfort and steadfast grip.

$230, SHOP NOW

Blundstone. Blundstone

Yuketen Salvia Suede Boots

Conceived by Yuki Matsuda and meticulously handcrafted in a small Italian workshop, these nostalgic shoes, inspired by ‘90s work boots, are an homage to traditional artisanship. The suede sourced from Conceria Opera tannery is most striking, a material celebrated for its full-grain quality since the 1970s. The design features contrasting leather at the ankle, convenient pull-on tabs and a hand-sewn, hand-lasted structure on Yuketen’s unique last—as close to a custom fit as you can get.

$814, SHOP NOW

Yuketen. Yuketen

Tod's Suede W.G. Lace-Up Ankle Boots

Straight out of Italy, these Tod's boots are where luxury kicks practicality in the teeth. The velvety suede upper is a power move for the minimalist’s winter wardrobe, and those iconic Gommino pebbled rubber soles will keep you steady with a style that's as robust as it is refined. These boots don't just walk the line between tough and sleek—they stomp all over it.

$975, SHOP NOW

Tod's. Tod's

Le Majordome M59 Galosh Boot

Swiss shoemaker Le Majordome beefs up its Goodyear welted derby design with a three-loop hiking lacing and dual hook system. Think of it as a handshake between high society and the wild outdoors: The texture play of the rugged Spanish light brown cowhide practically begs for adventure, while the cream-colored winter sole gives visual contrast and durability. Want to up the ante? Swing by the New York City boutique and put your own custom spin on the boot’s look.

$750, SHOP NOW

Le Majordome. Le Majordome

Ferragamo Leather Chelsea Boots

Ferragamo's leather creations are like fine wine: they only improve with time, and these boots are no exception. This season, the classic Chelsea boot gets a daring makeover. Imagine a bold, chunky upper paired with a sleek, modern slit that exudes Florentine sophistication. Made from supple calfskin, these boots are not just a treat for the eyes but a cloud for your feet, thanks to the elastic inserts that ensure an ace fit. Add to that a convenient heel loop and the iconic Ferragamo metal logo, all perched atop an ultra-light lug-tread rubber sole. 

$1,190, SHOP NOW

Ferragamo. Ferragamo

Diemme Rosset Boot

The legendary Calzaturifico Diemme factory brings these mountaineering-style Rosset boots to life, combining decades of expertise in leather tanning and cobbling in Italy's Veneto region. This pair is a tough cookie with a soft heart, featuring durable Vibram outsoles, high rubber sidewalls and eye-catching (fuzzy!) Mohawk suede.

$570, SHOP NOW

Diemme. Diemme

Manolo Blahnik Calaurio Boots

Drawing inspiration from classic hiking gear and finessed with Italian flair, these Manolo ankle boots are a statement for the bold and adventurous. Made from luxurious mid-brown calf suede, they perfectly balance rugged charm and refined elegance. The lace-up design, adorned with gleaming gold-toned D-rings and hooks, stands out against the striking yellow laces and stitching.

$1,095, SHOP NOW

Manolo Blahnik. Manolo Blahnik

Ralph Lauren Leather Boots

Old-world craftsmanship meets street-smart style with Ralph Lauren leather lace-ups. The combat boot-inspired cap toe shoe is stitched together in a legacy shoe factory in England, with burnished leather sourced from a famous Chicago tannery, meaning these brogues get more attractive with every step.  

$990, SHOP NOW

Ralph Lauren. Ralph Lauren

J.M. Weston Golf Montant Lace-Up Boot

J.M. Weston designed these boots by pairing soft, supple leather with a sturdy rubber sole, embodying both elegance and grit. Made in the factory in Limoges, France, using time-honored artisanal methods, this boot is a refined winter-friendly twist on the iconic Golf Derby with its round toe shape and traditional apron, for the perfect high-quality dress boot. 

$1,035, SHOP NOW

J.M. Weston. J.M. Weston

Loro Piana Gravel Hiking Boots

Fashioned from top-tier suede and armored with rubber, these hiker-inspired designer boots are set on lug soles that laugh in the face of slippery slopes. Inside, you've got water-resistant white shearling lining, keeping your feet toasty when the mercury plummets. These winter boots are like a Swiss Army knife for your feet—stylish enough for a snow boot-worthy mountain jaunt, tough enough for an Arctic chill. 

$2,000, SHOP NOW

Loro Piana. Loro Piana

Brunello Cucinelli Suede Lace-Up Boots

Inspired by gear that's seen some serious action, these high-quality boots mix soft suede with battle-ready rubberized calfskin. They're decked out with two-tone laces, metal eyelets and speed-hooks, all sitting on a lightweight lug outsole that's ready for anything. Whether you're navigating icy city streets or kicking back après-ski, these fashionable Italian stallions have got you covered with rubber trims and soles that mean business against the elements.

$1,495, SHOP NOW

Brunello Cucinelli. Brunello Cucinelli

Celine Homme Margaret Chelsea Boots

These Celine Chelsea boots are a fusion of old-school cool and trending modern mojo. Crafted from primo black leather and set on chunky lug soles, they're a nod to tradition with a twist of now. The elasticated sides and logo-jacquard pull tabs make slipping into them a breeze. Whether you're hitting the town or making a statement at the office, these boots are your go-to for a look that's both timeless and cutting-edge cool.

$1,150, SHOP NOW

Céline. Céline

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