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The Best Boots for Men

Informed by hands-on testing, our guide to the best boots for men covers nearly every category, from work boots to Chelseas, chukkas and more.

the 50 best boots gear patrol full leadHenry Phillips

By Evan Malachosky and Beau Hayhoe

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Boots always seem to get more done than shoes. While shoes are busy arguing semantics in a boardroom, boots are out in the garage actually doing work. Shoes spend their weekend shanking golf balls while boots are going over, around and through every surface on Earth. Boots have long belonged to the movers and shakers of history, and I’ll be damned if that isn’t about everyone. No matter whether you’re wandering out into the woods to do “real“ work or simply walking yourself around the corner for a coffee, boots guarantee you’ll get there.

Products in the Guide

But “boots” is a broad category. There are Chelsea boots, rain boots, snow boots, cowboy and desert boots, too, but also a dozen more. Be warned, this guide not only delves into the best picks from each of these pillar categories but also serves as a broader breakdown of the best brands. These are the places you should be buying your boots from. Why? Because we’ve tested enough boots to know there’s a serious gap between good and bad, what won’t do the trick and what will survive a wet-season hike (hint: hiking boots). But there are loads more boot types to know — and buy. Find them below.

Types of Boots to Know

Ankle Boots

Ankle boots might be the coolest footwear ever made — which makes them that much more difficult to pull off than their closest cousins, the Chelsea boot. They’ve graced the feet of rock stars and, in doing so, complemented the tightest pants mankind has had to offer for decades.

The silhouette is similar to the Chelsea boot, but the Ankle boot utilizes zippers or straps instead of elastic panels to ensure a secure fit around the ankle. A common style of ankle boot is the strappy, geometric Jodhpur boot, and side-zip boots with a streamlined profile also complement edgy, slim pants favored by counterculture heroes.

Chelsea Boots

Chelsea boots began life in England in the mid-19th century and didn’t stray far from home until recently. The elasticized wonders were a staple of the mid-’60s mod scene and protected the feet of seemingly every British invader from John to Ringo. Recently they’ve seen a revival on many of menswear’s best dressed, including guys like Chris Evans and Ryan Reynolds. Fear not, though: It’s a style you can rock just as easily. The silhouette is very slim and features elastic side panels and heel pull-tabs.

Chukka Boots

About as casual as all-leather boots get, the chukka (or desert) boot was first worn by British soldiers in Africa during World War II. Afterward, they made their way across the Atlantic, becoming a casual staple for the second half of the 20th century and still gracing the feet of stylish men in the cooler months. They were a particular favorite among prepsters, who paired the style with chinos, and today’s offerings work just as well with modern stretch pants as with expertly faded denim.

Clarks made the originals, but upmarket offerings only improved on the formula. They lace up just above the ankle and traditionally feature a soft crepe sole.

Combat Boots

Combat boots are, well, boots typically worn by those in active combat. As with other military essentials turned civilian staples (like the field jacket or the cotton twill chino), they eventually made their way into daily life. Brands like Dr. Martens were adopted by everyone from punks to beatniks, and if you look closely, you’ll find the style never really went away.

In the fashion world, they’re a rugged boot with a rubber sole, and a chunky one at that.

Cowboy Boots

Like many Americana wardrobe staples, cowboy boots are rooted in function. Pull them on, wear them hard and use them for years. There are two main styles: traditional cowboy boots that feature a riding heel (taller and angled) and roper boots that have a shorter heel, designed to handle a day of walking.

The pointed toe and tall shaft make this boot instantly recognizable. In recent years, cowboy boots have picked up serious steam as consumers gravitate toward all things “Western,” from denim shirts to cowboy hats.

Duck Boots

Popularized by L.L. Bean, the Duck boot style features a waterproof bottom with a high shaft. The collar usually ties pretty tight to create a similar seal and the toe harks back to a duck’s bill. There’s a reason L.L. Bean’s “Bean Boot” usually has a waitlist: They’re a highly functional original, but plenty of other brands make their own duck boots, too.

Engineer Boots

The original Engineer boots were designed to protect the feet of men who fed coals into steam engines. It melded the tall pull-on style of horse riding boots with the supportive arch and sole of a work boot. A buckled ankle strap distinguishes this style from other pull-on boots.

Engineer boots are less common in the world of men’s boots at large, but the style calls to mind a rugged heritage and can pair nicely with workwear and indigo denim.

Hiking Boots

For the purposes of this guide, we’ve kept a respectful distance from the more technical versions of this style, but the best pairs of old-school hiking boots boast the same alpine prowess that made them popular in the first place. Sturdy soles, heel support and lace-to-toe closures mean these boots are as hardworking as they are good-looking.

Today’s hiking boots are occasionally made from traditional leather with waterproof functionality, but you’ll also find hiking boots made with modern mesh fabric and sneaker-like soles.

Hunting Boots

For actual hunting, you may want something more technically advanced, but the hunting boot is a staple in the Northeast and has ensconced the feet of everyone from frat boys to Nobel prize winners. The traditional style features a hand-sewn moc-toe, a lace-up closure and a durable, grippy outsole.

It should come as no surprise that some of the best makers of old-school hunting boots (like Rancourt and Quoddy) are also based in the Northeast.

Rain Boots

While you could wear whatever boots you want in the rain, a dedicated rain boot will keep your feet dry — and you on your feet, too. Rain boots feature waterproof uppers, better tread and a quick-drying inside in case you do get wet. They’re usually pretty tall, too.

The best rain boots are usually built atop a sturdy rubber sole for intense traction, and some styles feature pull-on (not lace-up) construction.

Snow Boots

Sure, certain Duck or Chelsea boots work in the snow, but, like rain boots, a dedicated design built for snowfall is smarter. Snow boots feature waterproof uppers, chunky soles, better tread and some sort of membrane to keep your toes dry (and warm), which means there’s usually insulation within.

Popular types of insulation include Gore-Tex, although some might feature a shearling collar or lining for added warmth. Look for pairs with a taller lace-up shaft for maximum coverage.

Trench Boots

Worn since World War I, the trench boot (sometimes called an army or officer boot) is a handsome staple that’s shaken its military roots and manages to look a bit more cleaned up these days than it did stomping into Flanders. Similar to the work boot, this silhouette has a lower profile that is easier to incorporate into a variety of wardrobes.

Trench boots are often made of rich leather (sometimes from a U.S. company like Horween), and they feature a slightly taller lace-up shaft. Your trench boots will undoubtedly look even better with age.

Waterproof Work Boots

Work boots are meant to be tough but not all work boots are waterproof. Waterproof work boots in this category can both withstand dirty jobs and keep a seal in puddles and ponds. (Just don’t go into waters taller than the boots are.)

Work boots are seam-sealed and sometimes made with reinforced details like a rubberized leather toe or heel cap. The collar is often thicker and padded for comfort, and the toe is bulky and rugged with a wider toe box.

Wingtip Boots

The wingtip, whose brogued details bring a touch of formal embellishment to casual footwear, is dressed up enough to be worn with a suit and laid back enough to end up under denim or a pair of cords. The first wingtip boots were created specifically to take on marshy, peaty bogs, and they’re still a casually rugged style with functional history. Don’t just call them a mullet shoe: they’ve been around long enough to look equally good in either context.

Work Boots

Strong, long-lasting and just stylish enough to stay on your feet for most of the colder months: that’s all a work boot really needs to be. Little wonder that the design was more or less perfected half a century ago. The no-frills lace-up style protects the lower legs and feet and usually features a durable lug sole.

Materials like weather-resistant leather bolster the utility of these boots. Some styles even feature reinforced canvas inserts throughout the upper for added durability.

2024 Boot Trends, According to Experts

According to Jay Carroll, co-founder of Wonder Valley and El Rey Court and former Levi’s concept designer, the best boots are those closely attached to your way of life.

“When I’m out West in Joshua Tree,” he says, “I love my roughout suede cowboy style boots I had custom-made in Texas. They fit like a glove and I live in them. They can get real dusty while kinda dressing up a bit everything I wear with them. I find this style incredibly timeless.”

Being bi-coastal, though, he needs an alternative that can withstand the East Coast elements, too. “When I’m on the coast of Maine and on the water a lot I wear these minimal pull-on deck boots. I have them in capers and in white. I can wear them on the dock and on the boat but also wear to town. For my life out East I find them to be very versatile.”

Boots with a story to tell, with genuine performance and style built in, remain vitally important in the market at large, said Oliver Gilbertson, the global design director of Cat Footwear.

“Authentic brands continue to be valued by consumers,” Gilbertson says, noting that workwear and work boots have a steadfast position in the market. Gilbertson notes that hiking boots and cleanly designed Chelsea boots are gaining ground, too.

“Consumers are looking for greater functionality from these silhouettes with clearly visible features, materials, constructions, and details that address seasonal weather conditions and testing terrains,” Gilbertson says, pointing to features like waterproof and even salt-resistant leather for fall and winter.

“Simple classic boot styles never go away but greater, visible functionality will become more and more important,” Gilbertson says.

Celebrity men’s stylist Vanessa Powell makes prescriptive decisions for men every day and has her own opinions on which boots are trending right now.

“Right now, I’m loving the chunky Chelsea boot style for men. Chelsea boots are a closet staple, but the added lug make this classic more hip to the streetwear trends. Plus, they are all-weather friendly so you can tackle the elements in style,” she says. If you don’t love slip-on boots, she says, find a pair you can tie tightly (but still have a sizable outsole). “You can never go wrong with a leather lace-up pair of boots,” she explains. “They are not as edgy as a combat, or rugged as a work boot, and can be dressed down for daytime with denim and up for a night out with chinos. The best are ones that look like a dress boot that have a functional tread.”

Boot Brands to Know

We’ve highlighted the brands we recommend and the models from there we like, leaving you with the tools to make an informed purchase. But remember, always check the sizing standards for your chosen brand before ordering.

For a guide to how most major brands’ shoes fit, follow our guide to men’s shoe sizes.

Pros

  • Suede upper should prove soft and pliable out of the box
  • Resoleable welt construction provides long-lasting utility

Cons

  • Some suede boots can be difficult to maintain
  • Boots run slightly large in terms of sizing
  • Country of Manufacture: Mexico
  • Upper Material: Suede
  • Outsole Material: Lightweight Meramec
  • PUWelt Construction: Recraftable welt

Rhodes’ Tyler Chukka combines full-grain roughout uppers and a soft, crepe-like outsole. The pairing promises comfort, a refined yet casual look and enduring quality, a trifecta few brands truly deliver on.

Pros

  • Designed with extensive customer feedback and a new leather lining
  • Classic 2-eyelet chukka that mimics other timeless pairs

Cons

  • 2.0 version features the same height as old Greenflex boots
  • Only available in full sizes
  • Country of Manufacture: Italy
  • Upper Material: Premium leather
  • Outsole Material: Natural crepe rubber
  • Welt Construction: Stitchdown

Astorflex is something of a revelation, making fairly priced boots in timeless styles using eco-friendly materials. The Brownflex Chukka Boots bring it all together, updating a fan-favorite Astorflex silhouette with a full leather lining for added comfort. The boot also still rests atop a durable yet springy crepe rubber sole.

Pros

  • USA-made boot crafted by hand for long-lasting durability
  • Iconic moc-toe stitched style that wears well with jeans or chinos

Cons

  • Only available in “D” (standard) width
  • Boots tend to run large
  • Country of Manufacture: Italy
  • Upper Material: Premium leather
  • Outsole Material: Natural crepe rubber
  • Welt Construction: Stitchdown

The Alden Indy Boot earned its name by way of being the choice shoe of fictional professor of archaeology, Indiana Jones. These are cut from suede and finished with the famous orthopedically correct lasts, and you can even find them at J. Crew occasionally.

Pros

  • Made from rich, functional weatherproof suede
  • Crafted with resoleable Goodyear welt construction

Cons

  • Only available in “D” (standard) width
  • Suede material still requires additional care
  • Country of Manufacture: Mexico
  • Upper Material: Weatherproof suede or nubuck
  • Outsole Material: Vibram rubber
  • Welt Construction: Goodyear welt

Taylor Sitch’s Moto Boot may be stylish but makes for a great all-around work boot, too. Crafted in Léon, Mexico, it uses triple-needle stitching and Goodyear storm welt construction for longevity. It’s made with durable yet soft weatherproof Snuff Suede, a pigskin lining and a Vibram lug sole.

Pros

  • Classic trench boot silhouette for timeless, rugged style
  • Wider, round toe box to suit larger feet

Cons

  • Boots tend to run a size large
  • Waxed leather features natural imperfections that some might not prefer
  • Country of Manufacture: Canada
  • Upper Material: Waxed Veldt leather
  • Outsole Material: Vibram leather Chassis
  • Welt Construction: Stitchdown

Viberg’s Service Boot differs from most other trench boots due to its signature stitchdown construction. The silhouette is as sleek as it is tough and the Ridgeway soles make it a surefooted boot in times of rain and snow. This style is quintessentially Viberg — built to last with subtle flair.

Pros

  • Goodyear storm welt provides weather-ready capability
  • Reinforced with a heel counter and composite shank

Cons

  • Blend of roughout and smooth leather can lead to variations in color and material
  • Reviews indicate break-in time is needed
  • Country of Manufacture: Portugal
  • Upper Material: Oiled smooth and roughout leather
  • Outsole Material: Rubber and polyurethane
  • Welt Construction: Goodyear storm welt

Filson’s Service Boots are a timeless staple constructed from full-grain, roughout leather blended with smooth leather for a distinctive look. Suede lines the inside while a Vibram mini-lug outsole with a stacked leather heel finish off the bottom.

Pros

  • Leather lining for comfort right out of the box
  • Distinctive details like antique brass hardware & waxed fabric laces

Cons

  • Pre-distressed leather upper is more casual
  • Fairly pricey for a pair of boots made in China
  • Country of Manufacture: China
  • Upper Material: Leather
  • Outsole Material: Leather and rubber
  • Welt Construction: Goodyear welt

Frye’s pre-distressed Bowery Lace Up boot blends rugged workwear influences with refined tailoring, resulting in a design that’s as durable as it is dressy. Goodyear welted and leather lined, they’ll get even more comfortable with frequent wear.

Pros

  • Iconic pull-on design with front and back pull tabs for easy access
  • Shock-absorbing rubber sole provides excellent comfort and performance

Cons

  • Boots aren’t insulated for cold weather
  • Lacking features like a safety toe for truly intense work environments
  • Country of Manufacture: China, Vietnam, Mexico, Thailand
  • Upper Material: Leather
  • Outsole Material: Rubber
  • Welt Construction: Cemented sole

Fresh off its 153rd anniversary, Blundstone’s been representing Australian bush boot lineage for nearly two centuries (well, close enough). Nearly everyone can wear and pull off Blundstones, which explains why they remain so popular. Plus, they’re plenty durable and stylish in their own unique way, and they’re popping up on the feet of on-trend tastemakers everywhere these days.

Pros

  • Made with rich, full-grain oil-tanned American leather for remarkable quality
  • Designed with a sturdy Traction Tred wedge sole

Cons

  • Boots will likely require break-in time out of the box
  • Boots are waterproof, but aren’t insulated for cold weather
  • Country of Manufacture: United States
  • Upper Material: Leather
  • Outsole Material: Traction Tred
  • Welt Construction: Goodyear welt

The Classic Moc (aka Style 875) was introduced in 1952. It was a success at first, and remains so today, too. They’re durable enough for a dirty job and traditional enough for everyday wear — whether with selvedge denim or twill chinos.

Red Wing also makes a Gore-Tex version for rainy days.

Pros

  • Modern hiker boot with dependable lace-to-toe construction
  • Resoleable Goodyear welt construction

Cons

  • Boots will require break-in time out of the box
  • Will need to convert your size from UK sizing
  • Country of Manufacture: England
  • Upper Material: Leather
  • Outsole Material: Rubber
  • Welt Construction: Goodyear welt

Fit for bumpy roads and city blocks, Grenson’s Brady Boot sits above the ankle and has eyelets the length of its tongue. They’re an excellent example of the brand’s balancing of their heritage base and modern ambitions.

Pros

  • Modern update to the cowboy boot with stylish side zip detailing
  • Resoleable ¾ Goodyear welt construction

Cons

  • Shorter shaft height than other traditional cowboy boots
  • Leather isn’t waterproof or weather-resistant
  • Country of Manufacture: Mexico
  • Upper Material: Goat, bovine or calfskin leather
  • Outsole Material: Leather with stacked rubber end cap
  • Welt Construction: ¾ Goodyear welt

The Dean is a sensible cowboy boot even for city folks. It has a slim shaft that can slip under tighter pants and a side-zip for easy on-off.

Pros

  • Beautiful, durable upper leather that will age gracefully
  • Cap-toe style can be dressed up if the occasion calls for it

Cons

  • Break in time is required
  • Aspirational boot (pricey depending on your budget)
  • Country of Manufacture: USA
  • Upper Material: Horween Shell Cordovan
  • Outsole Material: Vibram 430 mini-lug outsole
  • Welt Construction: Goodyear welt

Made from some of the world’s finest leather — Horween Shell Cordovan — Rancourt & Co.’s Porter Boots are built to last and look buttery, albeit a bit shiny. That’ll fade, if you let it, but proper care can keep these clean for a long time.

Pros

  • Minimal Chelsea boot atop a classic crepe rubber sole
  • Features a dressy, tapered toe shape that pairs with most trousers

Cons

  • Suede, although premium, requires additional care
  • Expensive price for a pair of suede boots
  • Country of Manufacture: Italy
  • Upper Material: Suede
  • Outsole Material: Crepe rubber
  • Welt Construction: Stitchdown

An instant classic since it was introduced into the lineup of luxury footwear brand Common Projects, this Chelsea boot features supple suede and a comfortable crepe rubber sole. Kanye’s been known to rock this version, but it’s not limited to hip-hop royalty.

Pros

  • Updates the brand’s Mountain Light II with a lightweight, one-piece sole construction method
  • Leather-lined collar eases break-in time

Cons

  • Boots are non-insulated for cold-weather conditions
  • All-leather upper might not prove as breathable in hot climates
  • Country of Manufacture: United States
  • Upper Material: Leather
  • Outsole Material: Vibram
  • Welt Construction: Stitchdown

A custom colorway called Smores, this version of Danner’s sturdy hiking boot, the Mountain Pass, which is made in the USA from a water resistant full-grain leather upper, a Vibram outsole, Gore-Tex liners and a removable PU footbed. This is by far Danner’s best boot.

Pros

  • Priced very affordably for a made-in-Italy pair of boots
  • Classic, casual chukka boot style with timeless details like a two-eyelet upper

Cons

  • Some might not prefer leather that’s broken-in out of the box
  • Crepe rubber sole might not prove as durable as other outsole options
  • Country of Manufacture: Italy
  • Upper Material: Leather
  • Outsole Material: Crepe rubber
  • Welt Construction: Stitchdown

J.Crew’s unisex MacAlister boots reference “crepe-soled boots worn by British officers during World War II.” These are made in Italy from “Estate Brown” leather that’s already got some character right out of the box.

Don’t be pretentious. You can positively do plenty worse than a pair of boots from J. Crew. For the novice footwear nut, these will feel like a hell of an upgrade over that pair you’ve stuck with for far too long.

Pros

  • An iconic original that virtually never goes out of style
  • Available in more than a dozen colors, including classic Beeswax brown leather

Cons

  • Only available in medium width
  • Crepe rubber sole doesn’t provide as much traction as other types of boots
  • Country of Manufacture: Vietnam
  • Upper Material: Leather
  • Outsole Material: Crepe rubber
  • Welt Construction: Stitchdown

The definitive desert boot is still made using supple and rugged English suede from the world-famous CF Stead leather tannery. Its crepe rubber sole gives superior cushioning and traction, too.

Learn more about Clarks Desert Boots in our dedicated review.

Pros

  • Waterproof full-grain leather upper can take on all kinds of severe weather
  • Rubber outsole provides significant traction on slippery surfaces

Cons

  • L.L. Bean notes these boots have a “unique” fit and might require sizing up or down
  • Laces are not waterproof
  • Country of Manufacture: United States
  • Upper Material: Waterproof leather
  • Outsole Material: Rubber
  • Welt Construction: Triple-line stitchdown

L.L.Bean is known most for its famous Bean Boot, the original “duck boot.” First introduced in 1912, the waterproof boot combines a rubber outsole and quarters with a full-grain leather upper for maximum waterproofness and comfort.

Learn more about L.L.Bean Beans Boots in our dedicated review.

Pros

  • Vibram outsole provides extreme traction
  • Leather lining delivers comfort out of the box

Cons

  • Sizing is limited for some styles
  • Leather upper doesn’t appear to be weather-ready
  • Country of Manufacture: Italy
  • Upper Material: Leather
  • Outsole Material: Rubber
  • Welt Construction: Stitchdown

Fracap’s Scarponcino Boot is made for the Italian Alps, courtesy of its tough-wearing upper and Vibram sole. Fully-leather lined, the badass boot features stitchdown construction for long-lasting wear.

Aether Apparel x Fracap Dolomite BootAether Apparel x Fracap

Aether Apparel x Fracap Dolomite Boot

Pros

  • Vibram outsole is reinforced with welt stitching for durability
  • Boots come with extra laces for additional style options

Cons

  • Boot runs a size small
  • Suede upper isn’t weather-ready/treated
  • Country of Manufacture: Italy
  • Upper Material: Leather and suede
  • Outsole Material: Vibram
  • Welt Construction: Stitchdown

This boot is technically made by Fracap, but it was designed in collaboration with Aether Apparel, a moto and snow brand turned bonafide star in the menswear world. Constructed from a leather upper and a leather liner, plus a tough Vibram outsole, these work well in the snow but are comfortable for commuting in the city, too. Stay tuned for more original concepts from Aether, which, based on the success of this boot and the brand’s signature Moto Boot, should surely be coming soon.

Pros

  • Innovative upper is made from one piece of richly crafted leather
  • Made with a comfort insole for a smooth ride underfoot

Cons

  • Chisel square toe might not suit every style preference
  • Leather isn’t weatherproof/water-resistant
  • Country of Manufacture: Australia
  • Upper Material: Leather and suede
  • Outsole Material: Rubber
  • Welt Construction: Goodyear welt

R.M. Williams’ Comfort Craftsman Boot is one of the brand’s best-selling boots, braving the Australian outback on the feet of its hardest-working cowboys. The single, one-piece leather upper is supple yet durable and the Goodyear-welted construction extends the life of the boot several factors over. If it’s tough enough for Aussie cowboys, it’s tough enough for you.

Pros

  • Made from tough yet supple Horween leather for next-level quality
  • Hand-finished with a strong Goodyear welt

Cons

  • Boots run true to size but feature a snug fit out of the box
  • Handmade craftsmanship means inventory and sizing can be limited
  • Country of Manufacture: United States
  • Upper Material: Horween leather
  • Outsole Material: Studded Dainite rubber
  • Welt Construction: Goodyear welt

It’s difficult to list all of the durability-lending design details embedded in these boots: Goodyear Welt Construction, hand-lasting, Horween Chromexcel leather and a Dainite rubber-studded sole, just to name a few. It’s also all put together on the bootmaker’s “Everyday” Elston last for maximum versatility.

Despite the long list, every one is there to serve a singular purpose: make sure they last. And they will… forever if you’re smart about caring for them.

Pros

  • Six-eyelet construction with speed hook lacing for extra coverage
  • Hand-finished with a strong Goodyear welt

Cons

  • Boots aren’t available in half-sizes
  • Break-in time required out of the box
  • Country of Manufacture: Italy
  • Upper Material: Oiled calf leather
  • Outsole Material: Vibram rubber and leather
  • Welt Construction: Stitchdown

Manage even the messiest of jobs with Belstaff’s eight inch Marshall Boot, work footwear with style sensibility. Contrast stitching and speed hooks give it a subtle twist, while the tumbled leather stays true to tradition.

Pros

  • Made with foot-forming, shock-absorbing insoles for comfort
  • Finished with a lugged rubber outsole for traction

Cons

  • Boots aren’t as durable as other boots made purely for work sites and outdoor use
  • Boots tend to run a half-size large
  • Country of Manufacture: Mexico
  • Upper Material: Leather
  • Outsole Material: StormKing rubber lug
  • Welt Construction: Goodyear welt

Crafted from Tier 1 cattle hide leather, StormKing lug outsoles, and Kevlar laces with a Goodyear Welt construction, these are as aesthetically pleasing as they are capable of being put to the test.

Pros

  • Chelsea boot finished with brogue detailing for a handsome, high-meets-low touch
  • Rubber inserts provide solid outsole traction

Cons

  • Only available in standard “D” width
  • Calfskin leather will require frequent care to maintain dressy shine
  • Country of Manufacture: Spain
  • Upper Material: Spanish calfskin leather
  • Outsole Material: Leather with rubber inserts
  • Welt Construction: Goodyear welt

This subtle, stylish Chelsea boot by Taft features full brogue detailing, a Goodyear Welt construction, and a leather heel with rubber inserts, which promises comfortability.

Pros

  • Moc-toe stitching pairs nicely with a rubber outsole for “high-low” style
  • Made from refined calfskin suede

Cons

  • Natural rubber outsole isn’t as durable as other sole types found on moc toe boots
  • Calfskin suede requires frequent care
  • Country of Manufacture: Italy
  • Upper Material: Suede calfskin leather
  • Outsole Material: Para rubber
  • Welt Construction: Blake construction

Velasca keeps its prices low by bypassing middlemen in favor of a quasi-DTC delivery technique. These Bergamin boots are made in Italy from suede calf leather and para (aka natural, flexible rubber) soles.

Pros

  • Modeled after Mexican work boots and designed to withstand wear and tear
  • Speed-hook eyelets should provide a snug fit above the ankle

Cons

  • Sizing varies and boots tend to run a size small
  • Boots can take up to 30 days to ship for on-demand boots
  • Country of Manufacture: Mexico
  • Upper Material: Glazed pull-up leather
  • Outsole Material: Biltrite rubber
  • Welt Construction: Goodyear welt

Incredibly durable, Unmarked’s Archie-01 boots were designed as an homage to Mexican worker boots, which were made from heavy cowhide leather with calf leather liners and a cork-filled footbed and midsole. There’s also a ripple soled version for those seeking something… edgier.

Pros

  • Padded collar offers comfort and a secure fit
  • Sturdy rubber toe cap delivers excellent grip, protection and utility

Cons

  • Bovine leather requires more care than other winter boots
  • Padded lining creates a more snug fit, so choose your size carefully
  • Country of Manufacture: Italy
  • Upper Material: Bovine leather
  • Outsole Material: Eurosole rubber
  • Welt Construction: Molded/rubberized

Sported by Drake in one of his recent music videos, Diemme’s Everest Boots are an obvious riff on the traditional hiker’s boot. It has outdoorsy metal eyelets with piped laces, a high toe cap and a padded collar.

Pros

  • Handmade boots derived from an iconic, classic silhouette
  • Dependable moc toe construction adds durability and style

Cons

  • Leather-lined but not insulated
  • Nubuck leather upper will require additional care
  • Country of Manufacture: France
  • Upper Material: Nubuck gringo leather
  • Outsole Material: Genuine rubber
  • Welt Construction: Norwegian welt

Unlike the brand’s popular Avaoriaz boot, the Mucy isn’t mountain-oriented. It could totally survive up there, but they’re best fit for easier terrain. Take them on a hike; trudge city streets; trust they’ll keep your feet dry and supported.

Pros

  • Reinforced with sturdy moc-toe stitching throughout
  • Outfitted with a rugged lug sole for reliable traction

Cons

  • Only available in “D” width
  • Fleshout Horween leather upper will require additional care
  • Country of Manufacture: United States
  • Upper Material: Fleshout Horween leather
  • Outsole Material: Cortina lug rubber
  • Welt Construction: Moccasin stitchdown

Remember Yuketen’s emphasis on high-quality, captivating raw materials? Look at the full grain flesh out leather on these boots! They look incredible. Dubbed the Angler, the design references boots worn by fisherman in the ’50s and ’60s. These are finished with a speckled Cortina sole.

“Being hand sewn makes them feel a little different on the feet, way more comfortable than a machine-stitched shoe. The craftsmanship is second to none — which sorta justifies the high cost of them. These boots will outlive me,” our tester says about Yuketen’s traditional moccasin construction boots.

Pros

  • Available in a wide variety of rich leathers, including waxed and chromexcel
  • Logger heel and Vibram outsole deliver strong support and grip

Cons

  • Boots tend to run a half-size large
  • 6-inch shaft height might not suit every preference or use case
  • Country of Manufacture: United States
  • Upper Material: Water-resistant leather
  • Outsole Material: Vibram
  • Welt Construction: Handsewn stitchdown

The 350 Cutter was originally designed by then White’s owner Otto White, who famously took a chainsaw to a taller boot to make something loggers could wear on off days. The upper’s waterproof and there’s a mini Vibram outsole, plus each pair is both resoleable and rebuildable.

“It may be the most hard-wearing and comfortable boot you can buy,” our tester, Senior Editor John Zientek, says.

Pros

  • Crafted from long-lasting oiled Wickett and Craig leather
  • Vintage triple-stitching throughout the upper for added durability

Cons

  • Built on a shorter, narrower last — consider opting for “E” width
  • Buckle detailing doesn’t provide as snug a fit as lace-up boots in some cases
  • Country of Manufacture: United States
  • Upper Material: Wickett & Craig leather
  • Outsole Material: Dr. Sole rubber
  • Welt Construction: Stitchdown

Built for anything, Wesco’s all-purpose Mister Lou boots comes in lovely Tan Latigo leather with brass hardware, a slimmer shaft, and Dr Sole outsoles.

Pros

  • Built on the company’s custom last for outstanding quality
  • Made with durable Horween leather that gets better with age

Cons

  • Boots tend to run a half-size large
  • Boots are made to order for a longer lead time
  • Country of Manufacture: United States
  • Upper Material: Horween & Seidel leather
  • Outsole Material: V-bar 700 rubber
  • Welt Construction: Goodyear welt

Nicks’ Falcon references traditional work boots — but does so with elevated twists. The upper is made from Horween leather; the outsole is by Vibram; the boot’s double stitched; and added leather insoles mold to the wearer’s foot.

Pros

  • Rich waxed leather will develop handsome patina over time
  • Reinforced with moc toe stitching and brass hardware

Cons

  • Boots normally run about a half-size large
  • Taller outsole lugs make this a more rugged, casual boot
  • Country of Manufacture: China
  • Upper Material: Waxed leather
  • Outsole Material: Rubber lug
  • Welt Construction: Goodyear welt

Made on Xiamen Island in China, Grant Stone’s Brass Boot bears its name from its metal eyelets and speed hooks. The upper is made from Waxed Commander leather, and the bottoms boast both a lug sole and full-grain leather heel counters.

Pros

  • Made from elegant calf leather well-suited for pairing chukka boots with a suit
  • Dainite rubber soles provide next-level traction

Cons

  • Only available in “E” width
  • Leather will require frequent upkeep compared to more casual, rugged boots
  • Country of Manufacture: England
  • Upper Material: Wax calf leather or suede
  • Outsole Material: Dainite rubber lug
  • Welt Construction: Goodyear welt

The Tetbury Boot from Crockett and Jones comprises premium calf leather uppers and a Dainite rubber sole, promising both extravagance and practicality.

Pros

  • Made from waterproof leather ideal for outdoor pursuits
  • Easy-on, easy-off twin-gore Chelsea boot design

Cons

  • Only available in medium “D” width
  • 6-inch shaft height might not provide maximum coverage in some situations
  • Country of Manufacture: China
  • Upper Material: Waterproof leather
  • Outsole Material: Rubber
  • Welt Construction: Glued

This is the exciting entry to other boot categories I was talking about. Ariat’s Wexford Waterproof Boot is, well, waterproof, but also ultra-comfortable and, too.

Pros

  • Heritage Western boot style updated with a slimmer profile and toe shape
  • Crafted from durable goat leather designed to break in over time

Cons

  • Boots are pricier than other Western boot options
  • Goat leather will require frequent care using Lucchese products
  • Country of Manufacture: United States
  • Upper Material: Mad Dog goat leather
  • Outsole Material: Leather
  • Welt Construction: Single-stitch

Lucchese multi-generational boot tradition is revered the world over and its roper-style Tanner Boot is a standout. Featuring a premium goat leather upper that’s full of patina and character off the bat, the Tanner is a shorter cowboy boot that’s built in Texas using a resolable welted construction.

Pros

  • Goodyear-welted boots made on a custom Flat Head last
  • Crafted with top-notch Chromexcel leather

Cons

  • Made in extremely small quantities for limited sizing
  • Boots run a size large compared to most footwear
  • Country of Manufacture: United States
  • Upper Material: Mad Dog goat leather
  • Outsole Material: Leather
  • Welt Construction: Single-stitch

Straight from Japan, these boots from The Flat Head are some of the rarest on the market. Made in small batches, the boots feature natural Chromexcel pull-up leather, storm welt construction, steel shanks and custom-made brass hardware. Plus, a dying process at the end of manufacturing accelerates the development of dings and patina.

styleOfficine Creative

Officine Creative Artik Burnished-Leather Lace-Up Boots

Pros

  • Padded leather lining for exceptional comfort throughout
  • Chunky commando rubber and leather sole delivers tough traction

Cons

  • Leather doesn’t appear to be weather-ready/weather-proof
  • Premium price to pay for hiking-style boots
  • Country of Manufacture: Italy
  • Upper Material: Leather
  • Outsole Material: Leather and commando rubber
  • Welt Construction: Single-stitch

I don’t see many scratches or scars on Officine Creative’s Artik Burnished-Leather Lace-Up Boots. But, the sheen will fade with regular wearing, transforming them from something spright and polished into something rugged and utilitarian. The edge was always there, you’ll find, it just took wear and tear for you to notice it.

Pros

  • Lace-up boots exude both refinement and functionality through premium leather
  • Rubber outsole delivers form and function

Cons

  • Leather doesn’t appear to be water-resistant
  • High price tag to pay for moc toe-style lace-up boots
  • Country of Manufacture: France
  • Upper Material: Leather
  • Outsole Material: Rubber
  • Welt Construction: Stitchdown

$1,035… see what I meant about “otherworldly luxury?” J.M. Weston’s Golf Montant Lace-Up Boot might cost more than your rent, but do apartments last forever? Not many. J.M. Weston boots will. Buy the boots. (Be advised: this is not sound financial advice. I’m a Style Editor after all.)

Pros

  • Made with distinctive leather that’ll develop a unique patina
  • Classic boot with modern craftsmanship

Cons

  • Pricey for a Chelsea boot
  • Limited availability
  • Country of Manufacture: Japan
  • Upper Material: Leather
  • Outsole Material: Vibram 430 soles & heels
  • Welt Construction: Goodyear flat welt

“Ethically made and superior quality is what I strive for always,” Lofgren says of his boots. You’ll find both are attributes of his Chelsea Boots, which are sold at Standard & Strange. Built with the John Lofgren 110 Last, the same as his Engineer Boots, these are heavier than most Chelseas and far more durable, too.

Pros

  • Modeled after 1940’s alpine boots for a blend of modern style and throwback heritage
  • Crafted with a cushioned ankle cuff for added comfort

Cons

  • High price tag for leather boots that aren’t weather-treated
  • Available in “E” or “EE” width
  • Country of Manufacture: United Kingdom
  • Upper Material: Leather
  • Outsole Material: Rubber
  • Welt Construction: Goodyear welt

LOL! Leather on leather. (That’s what LOL stands for.) A leather upper and stark black rubber outsole contrast both the tan lining and the metal speed hooks. However, that’s it. These represent simple, understated luxury.

Pros

  • Made from fine Italian suede to pair with casual or refined looks
  • Crafted with a cushioned ankle cuff for added comfort

Cons

  • Suede upper will require additional care and upkeep
  • Slim toe shape might prove too narrow for some feet
  • Country of Manufacture: United Kingdom
  • Upper Material: Mink suede
  • Outsole Material: Tanned leather
  • Welt Construction: Goodyear welt

Edward Green’s Newmarket Suede Chelsea Boots are a smart buy. Every element of them has been labored over, and the manufacturing processes managed to a T. These are made from high-quality suede and leather and rubber soles.

Pros

  • Traditional Cowboy boot design with a 13-inch shaft
  • Affordable price for a quality pair of Western boots

Cons

  • Full-grain leather will require care and treatment based on use cases
  • Medium toe shape might not be wide enough to fit all foot types
  • Country of Manufacture: Mexico
  • Upper Material: Leather
  • Outsole Material: Rubber
  • Welt Construction: Goodyear welt

Nocona’s Jackpot Boots look like a million bucks. (Did you get that one?) Although you’re not guaranteed to inherit any luck when you wear these, they’re an upgrade nonetheless — and at an affordable price. 100-percent leather uppers attach to a leather sole, with a 13″ shaft and 1.5″ heel.

Pros

  • Distressed toe offers an eye-catching look
  • Designed with a comfortable insole for all-day wearability

Cons

  • Made entirely of roughout leather, which might need additional maintenance
  • Lacks the ornate stitching and style of other traditional cowboy boots
  • Country of Manufacture: United States
  • Upper Material: Roughout leather
  • Outsole Material: Hybrid leather and neoprene
  • Welt Construction: Goodyear welt

Rios of Mercedes has been crafting cowboy boots for over 160 years and its Sahara Suede Cowboy Boots remain a favorite. It features elegant distressed, suede roughout leather throughout, and a comfortable insole inside.

Pros

  • Instantly recognizable pair of boots with global staying power
  • Sturdy rubber lug sole should provide rebound and cushioning

Cons

  • Some wearers note varying break-in times
  • Style doesn’t appear to be weatherproof/weather-ready
  • Country of Manufacture: China (Some pairs of the 1460 are made in England)
  • Upper Material: Leather
  • Outsole Material: Synthetic rubber lug
  • Welt Construction: Goodyear welt and reinforced stitch

The 1460 Boot by Dr. Martens features many of both the original design elements and additional tweaks done by the parent company. The yellow stitching? A tweak. The pull tab? Original. The bulbous toe? A tweak. Weird, right? Both visions blended perfectly to create a shoe that was utilitarian — once standard issue for postmen — and stylish — a fav of European rockers.

Pros

  • Horween leather upper adds durability, toughness and long-lasting appeal
  • Outfitted with Vibram heel construction for traction

Cons

  • Boots will require break-in time out of the box
  • Some might prefer a slimmer, more streamlined toe shape for versatility
  • Country of Manufacture: United States
  • Upper Material: Horween leather
  • Outsole Material: Leather with Vibram heel
  • Welt Construction: Goodyear welt

This is that aforementioned 1000 Mile Boot. It’s still named after the number of miles you can put on a pair, but you can probably add even more. This one is modeled after the original’s pattern, which was first produced in 1914, and made in Big Rapids, Michigan. Unlined, the boot’s upper is made from premium Horween leather and there’s a leather outsole with a Vibram heel, too.

Pros

  • Chelsea boot style with the functionality of traditional rubber rain boots or galoshes
  • Lightweight design with elasticized gores for an easy-on, easy-off fit

Cons

  • While weather-proof, not as stylish as a traditional pair of Chelsea boots
  • Not available in half-sizes at the moment
  • Country of Manufacture: China
  • Upper Material: Rubber and polyester
  • Outsole Material: Rubber
  • Welt Construction: Rubberized

Hunter Boots have a knack for crafting hard-working rain boots, typically in a taller cut. These, however, use the tried-and-true silhouette of a Chelsea boot to deliver a look that’s more “downtown cool,” all the while still incorporating signature touches like Hunter’s red-framed logo and striped back pull tab.

Pros

  • Lined with UGG’s custom, super-soft lining for plush comfort
  • Set atop a foam footbed for support and a smooth ride

Cons

  • Boots aren’t weatherproof and aren’t made to get wet
  • Style is too casual for wear in most daily style situations
  • Country of Manufacture: China
  • Upper Material: Suede upper
  • Outsole Material: Treadlite rubber
  • Welt Construction: Rubberized/glued

Between their moccasins and ankle boots, Ugg also makes Chukkas. These suede Neumel Boots come lined with soft wool, and finished with a rubber sole. No, you shouldn’t take them hiking, or get them wet, but you can wear them around the house or on incognito errands.

Pros

  • Legendary boot with real-world functionality, included a padded leather collar and waterproof utility
  • Designed with PrimaLoft insulation and a rubber lug outsole for weather-ready performance

Cons

  • Boots isn’t widely available in Narrow width
  • Work boot style is difficult to dress up
  • Country of Manufacture: China
  • Upper Material: Waterproof nubuck leather
  • Outsole Material: Rubber lug
  • Welt Construction: Cemented

They’re Timbs! Timberland Boots. A bonafide classic. You can’t do much better than these high-top, waterproof boots native to New Hampshire. But you’d be hard to find a person who knows that. They’re a city boot now, more common in the Bronx than they are in the great beyond, that’s for sure. They break in well and provide plenty of value for their buck.

Pros

  • Designed with removable recycled felt insulation for increased warmth
  • Outfitted with a tall shaft height for maximum coverage

Cons

  • Boot laces aren’t waterproof
  • Style is made for extremely snowy conditions and not suitable for most other style situations
  • Country of Manufacture: China
  • Upper Material: Waterproof nubuck leather
  • Outsole Material: Sorel aero-trac non loading outsole
  • Welt Construction: Vulcanized/rubberized

Although they’re not as widely known as a few of our other favorite pairs of boots (like the L.L. Bean “Bean” Boot, for instance), Sorel’s Caribou Boots have made a name for themselves all the same. With a 9-inch shaft and durable nubuck leather upper, they’re about as dependable as it gets in snowy weather.

Pros

  • Made with a seamless leather upper with minimal stitching for an elegant look
  • Crafted from premium dark brown French calf leather

Cons

  • Suede option is not weather-ready
  • Wait time necessary for custom styles
  • Country of Manufacture: Switzerland
  • Upper Material: French calf leather
  • Outsole Material: Leather
  • Welt Construction: Goodyear welt

You can order this M11 Chelsea Boot as is or customize it to your liking. If you go for the latter option, though, the wait time is ~10 weeks. Le Majordome makes them entirely by hand from the sole up, making theirs unlike any others on the market, and they’re still relatively new, too. Invest early!

Pros

  • Streamlined silhouette in handsome dark brown suede offers plenty of dressy appeal
  • Made in England by a time-honored brand

Cons

  • Suede option is not weather-ready
  • Suede requires consistent care and maintenance depending on wear frequency
  • Country of Manufacture: England
  • Upper Material: Snuff suede
  • Outsole Material: Commando studded rubber
  • Welt Construction: Goodyear welt

I wasn’t kidding. Sanders’ boots and shoes are the kind of next-level flex more and more consumers are craving. Think: New Balance sneakers, loafers, and the ilk. These are made from Italian suede, a full leather liner, and a double rubber stud sole. Plus, there’s a Todd Snyder branded pull tab on both the front and back of both boots. Props to Snyder for slipping that onto a boot by a brand known for never adding a noticeable logo.

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