Frozen Trails: 20 Best Winter Boots For Men

Jan 18, 2019

Category: Gear

Whether you’re traversing a city block or a dirt-clad trail system, it’s important to keep your feet in top condition — after all, they’re your lifeline for walking, running, and getting through the day. When the winter hits, it’s even more important to practice good footwear etiquette, since the cold weather is one of the biggest contributors to uncomfortable commutes, distaste at the thought of heading outdoors, and the all-around negative connotations that snow-covered terrain receives. If you’ve ever found yourself stuck in the elements without the right footwear, you know better than anyone that it could be the difference between going home for the day or prolonging an epic expedition — and if you’re anything like us, you’d rather be outside. That’s where the right boot can make all the difference. Winter footwear — and boots in particular — is one of the essential pieces of gear for any guy’s wardrobe, and with more options than ever before, it’s a little difficult to sift through the wide world of shoes in order to find a do-all, be-all winter boot. Your journey is about to become a little bit easier.

We’re here to help you narrow down the choices — because, while there might be an entire market for winter-oriented boots, it’s relatively safe to say that the majority of the thermal and insulated footwear outdoor companies churn out on a daily basis aren’t up to snuff with some of the more tasteful, prominent brands that you might not know about. Since we see a variety of the latest offerings from the industry’s top players day in and day out, we thought it would be a good idea to round up the best of the best from some of our favorite heritage and outdoor brands for the quintessential list of the 20 best winter boots for men. So throw on some wool socks and start planning your next winter vacation — after you read this guide, you’re never going to fear the snow-covered terrain again.

L.L.Bean Men’s 8-Inch Thinsulate Boots

The L.L.Bean 8-Inch Boot is an iconic choice that’s earned its place as a staple piece of gear among men’s closets the world over. They come complete with a warm and hearty Thinsulate insulation, a waterproof rubber-bottom design to protect you from the wet and wild elements, and a full-grain leather construction that’s sure to bolster your thirst for outdoor excursions, all while providing that timeless look for which L.L.Bean is known.

Purchase: $155

Sorel Men’s Caribou Boots

Sorel’s Caribou line is the ultimate in luxurious winter wear — don’t believe us? The Caribou Boots are being touted as the “Hummer of winter boots,” which is a bold statement to live up to — and with a Nubuck leather upper, a reinforced seam-sealed waterproof construction, a Sherpa pile snow cuff, and a handcrafted waterproof vulcanized rubber shell that utilizes an aero-trac non-loading outsole, we’re going to have to agree with that very bold statement.

Purchase: $160

Timberland Men’s 6-Inch Premium Boots

Timberland’s 6-Inch Premium Boots are an iconic original that have become a must-have in fashion-forward menswear over the past half-century. From streetwear to hard-wearing work applications, you can spot a Timberland boot in almost any environment. Their 6-Inch Premium Boots utilize a waterproof silhouette that was designed more than 40 years ago to battle the elements that workers often faced during the harsh winters, and solidify their placement in footwear history with premium leather uppers, a seam-sealed construction, and over 400 grams of PrimaLoft insulation for the ultimate in comfort and warmth. If it’s not broken, don’t fix it — which is exactly what Timberland did here.

Purchase: $190

Doc Martens Vintage 1460 Boots

Doc Martens have made a name for themselves in the boot world over the past few decades, and the Vintage 1460 harkens back to the brand’s iconic roots with a hearty Quilon leather composition, a thick full-grain matte finish, grooved sides, heel-loop, and yellow stitching. The Martens’ proprietary air-cushioned sole provides nonstop comfort while an oil and fat, abrasion and slip resistant outsole structure ensures durable longevity — a welcome inclusion that promises to keep your investment fresh for years to come.

Purchase: $200

Blundstone Men’s Thermal Boots

The Blundstone Men’s Thermal Boots are a timeless silhouette that stands out as a timeless Chelsea offering from the renowned brand. The iconic boots feature a black premium waterproof leather and come complete with elastic and latex seams, thermal Thinsulate insulation, a removable sheepskin footbed, and a durable, slip resistant TPU outsole. On top of that, a cushioned midsole provides extreme comfort, while an SPS Max Comfort system is integrated into the footbed of the shoe for the ultimate in dependable shock absorption.

Purchase: $215

Cole Haan Men’s ZEROGRAND Boots

These Cole Haan Zerogrand Boots are the perfect middle ground between city-borne style and rugged winter outerwear, providing men everywhere with a comfortable mid-weight profile that’s sure to get compliments no matter where they go. The ZEROGRAND utilize a premium water-resistant leather upper, proprietary Grand.OS technology, and an EVA midsole that’s been paired with a well-built rubber outsole for the ultimate in traction and durability during the harshest times of the year.

Purchase: $230

Danner Raptor 650 Boots

Danner’s 8-inch tall Raptor boots are built from a premium combination of wool and full-grain leather for the ultimate in comfort and style in cold-weather conditions. They feature a tough as nails Vibram Escape outsole with self-adapting lugs and their famous Megagrip compound for steady traction on icy or wet surfaces. Their 100% waterproof barrier keeps the water out while ensuring moisture doesn’t stay trapped, keeping your feet dry for the long haul. The inclusion of a removable Ortholite footbed guarantees you’ll be comfortable whether you’re stomping through the streets or trekking across the trails.

Purchase: $240

Taft The Jack Boots

The Jack Boots by Taft are the quintessential dress boot, utilizing a style all their own. But, there’s a catch — they were also made to combat the winter elements, all while remaining the most stylish footwear in the room (or on the street). They’re constructed with an Italian full-grain calfskin leather and feature a calfskin inner lining that pairs perfectly with the boot’s 100% wool upper. A stacked leather sole with rubber injections helps to provide prolonged durability while retaining every ounce of class that you’ve come to expect from alternative durable outdoor footwear in the realms of comfort and traction.

Purchase: $250

Nisolo Andres All Weather Boots

The Nisolo Andres Boots are another timeless play on an iconic style, utilizing an all-weather, water-resistant silhouette that’s as stylish as it is practical. The natural oil based and vegetable tanned leather upper pairs with a meticulously fabricated 1.25″ heel and a Vibram 430 mini lug sole for long-wearing durability, effortless beauty, and a silhouette that’s sure to earn you a few compliments whether you’re spending a long night trekking through the town or spending an extended weekend on the mountain.

Purchase: $288

Red Wing Men’s 8084 Iron Ranger Boots

These rugged 6-inch boots utilize a top-of-the-line black harness leather that’s been paired with the company’s immaculate chrome hardware, speed hooks, a tried and true Goodyear-welt construction, and triple stitched quality you can’t ignore. Red Wing didn’t slack with this offering, opting to include a Vibram 430 Mini-lug sole for the ultimate in grip, alongside the classic Iron Ranger construction for which the brand has become known.

Purchase: $320

Grenson Fred Brogue Leather Boots

The Grenson Fred Brogue Leather Boots are a sturdy choice with a stable foundation on Goodyear-welted rubber lug soles. The feature a handsome black calf leather upper and durable pulls that ensure an easy on-and-off style that’s both form-fitting and comfortable — the perfect choice for everything from mid-city marches to wintertime wandering.

Purchase: $345

Fracap Explorer M131 Lunapark Boots

The Fracap Explorer M131 Lunapark is truly an exercise in hand-crafted perfection, and the brand has once again made its mark on the industry with their newest iteration of the boot. The Explorer utilizes a 303 brown calf upper, fully natural calf leather lining, a natural calf cuoio insole, and golden eyelets that set the boot apart from the crowd. These fashionable finds are an unquestionable choice for a night out on the town or a light jaunt in the wild.

Purchase: $355

Wolverine 1000 Mile Men’s Wedge Boots

The Wolverine 1000 Mile Wedge Boots combine everything you would ever want in an outdoor boot with a stylish silhouette that’s sure to impress even the most hardcore outdoorsman. They were built in collaboration with Detroit Denim and feature a tasteful Horween Essex leather upper with a natural tongue and backstay that make the boots a perfect pairing with any rugged jean.

Purchase: $375

White’s Journeyman Crepe Boots

White is an undeniably legendary name when it comes to boots, and their Journeyman Crepe is one of the most viable choices for outdoor use, as well as classy mid-city outings. They come complete with an all-encompassing water-resistant, full grain oil tanned leather silhouette that’s made with the highest quality fabrics, a tried and true Vibram outsole, unique clamp down construction, brass hooks, eyelets, and an Ortholite cushioned footbed for the ultimate in durable and comfortable footwear — perfect for those long commutes in chilly locales.

Purchase: $380

Yuketen Maine Guide DB Boots

The Yuketen Maine Guide DB Boots may seem like an odd choice for any list, but we have the utmost faith in their timeless and unique pedigree. These moccasin boots are built with nothing but the outdoors in mind, utilizing full grain leather and Vibram’s soft composition outsole, which was designed for maximum impact absorption no matter the terrain. The boot’s ten-layer platform and impeccable attention to detail help to put them in a realm of their own — so whether you’re wearing them casually or for utilitarian endeavors, expect a few compliments if you decided to pick up a pair and head out into the great unknown.

Purchase: $495

Oak Street Bootmakers Summit Boots

Oak Street Bootmakers have spent years building a reputation for themselves as one of the most well-known names in outdoor footwear, and their Summit Boots are an exercise in the classic hiking style that brought them to the forefront of the industry. Utilizing a mix of high-quality Horween waxed flesh Chromexcel leather, a genuine commando outsole and heel, and a full calfskin lining to compliment the shoe’s Goodyear-welted construction, the Summit Boots are sure to meet your highest expectations, no matter how high the bar might be.

Purchase: $540

Common Projects Duck Boots

The Common Projects Duck Boot is surely a designer’s dream, utilizing a less-is-more aesthetic that was brought to life by two of the most prominent designers in the industry. The boot gives way to an immensely formulated quality leather construction and a hard-wearing sole that’s sure to tackle anything you throw at it, for the ultimate in minimal footwear that can be utilized as an all-weather shoe or stylish commuter. A 100% calf leather outer composition ensures luxurious durability, while an impeccably made leather interior liner helps to bring essential protection to the wearer.

Purchase: $600

Viberg Pachena Bay Tobacco Chamois Roughout Boots

The Viberg Pachena Bay is a classic hiking boot that’s both functional and stylish, utilizing a luxurious and tasteful chamois roughout and a revered stitchdown construction alongside the brand’s iconic commando outsole and gusseted tongue. A padded collar brings the final touch of comfort and coziness to this durable shoe — along with a long-lasting fit that’s sure to be a top-tier pick for any fashion-forward outdoor enthusiast.

Purchase: $740

Crockett & Jones Snowdon Oak Wax Hide Boots

Crockett & Jones is a name that’s synonymous with quality, timeless footwear, and their water-resistant Snowdon Oak Wax Hide Boots are the perfect pair of refined men’s footwear — poised to champion the brand’s cause. They feature a truly unique Veldtschoen construction, waterproof wax-hide uppers, bellows tongues, and a heavy duty commando rubber sole that can take all the abuse you’ll ever put it through (but with that price tag, it’s not like you’d want to).

Purchase: $825

Moncler Egide Shearling Lined Suede & Nylon Hiking Boots

Moncler has really struck gold with the Egide’s tasteful and refined style, complete with a suede and nylon construction that gives them a look all their own, a shearling-lined interior for the utmost comfort and warmth, and a technical triple rubber sole that’s only complimented by the inclusion of classic hook laces. Whether you’re looking for a pair of fashionable all-city boots or something you can wear while you’re taking a trip to the coffee shop, these shearling-lined staples are sure to fit the bill.

Purchase: $845

Tactile Warmth: 20 Best Winter Gloves For Men

Now that you’ve seen the best winter garb that the footwear world has to offer, do your hands a favor and head on over to our guide on the 20 best winter gloves for men.

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