The 15 Best Men’s Winter Boots For All Conditions

With the depths of winter just around the corner, it’s time to put your Birkenstocks back into storage and hike on a pair of men’s winter boots.

No matter if you need them for your next ski trip, mountain hiking expedition, or adventures in the city, it’s important that you’ve got a decent pair of winter boots to keep the feet warm and dry.

After all, with your podiatric digits covered, you can handle just about anything.

RELATED: The Best Men’s Puffer Jacket Brands For Every Price Point In 2024

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Boss Hunting’s Favourite Winter Boots For Men

Timberland Premium Waterproof Boots

Always a winter classic, Timberlands are a go-to winter boot for hikes out in the woods or virtuall every kind of urban exploration. They’re comfortable, they’re warm, and they’ll keep you classically cool with minimal effort.

The style we’ve chosen to feature above is the 6-Inch Premium Waterproof Boot (in a colourway known as ‘Wheat Nubuck’) but you can find a whole range of other styles and colours on the Timbaland website.

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Red Wing Classic Moc 6-Inch Boot 875

Red Wing is a boot brand that is synonymous with long-lasting quality, with the ‘875’ style being pretty much identical to the iconic ‘877’ (The chief difference being that the former is cut with a slightly lower side wall, making them perfect for mild weater.)

These men’s winter boots are made from Red Wing’s premium ‘Oro Legacy’ leather upper. The construction here is also top-notch: with a Goodyear welt, and proprietary rubber outsole.

No matter if you’re hiking or simply kicking about town on a cold winter arvo, these Red Wings are one of our favourite winter boot solutions.

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Blundstone Thermal Chelsea Boots

If you love the look of RM Williams’s iconic ‘Craftsman’ boot, but disdain being mistaken for a concrete cowboy, these ‘Thermal’ Chelsea Boots from Blundstone are a considered alternative.

Like the former, Blundstone has built its Thermal with comfortable elastic gussets, whilst dialing back dressiness in order to achieve superior daily wear. Fully waterproof, these boots also feature a genuine Shearling footbed and outsoles made with TPU – enhancing warmth and performance respectively.

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L.L.Bean Men’s Bean Boots

L.L.Bean is a well-known quantity in the world of menswear – particularly amongst enthusiasts of Ivy Style – and there’s a good reason for that. For over a century, it has stood the test of time.

The Maine label’s signature ‘Bean’ boots are about as hardwearing as footwear comes, complete with a breathable GORE-TEX lining and super warm insulation.

As a boot that has been favoured by successive generations of Ivy League grads, it also has evolved to account for their tastes – blending in well with Italian tailoring and rangy performance outerwear.

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Huckberry Waterproof Duckboot

For those expecting seriously fresh temperatures, Huckberry’s Waterproof Duckboots are some of the best men’s winter boots when you want to combat extreme cold.

Even if you don’t specifically need a pair of snow boots, these are designed to keep you warm and dry no matter the conditions you’re facing thanks. That performance comes courtesy of an EVA midsole, Vibram outsole, and the fanciful sounding ‘Trapunto’ toe-box construction.

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Columbia Fairbanks Omni-Heat Boots

For the gent who’s keen to stay comfortable while walking, the Columbia Fairbanks Omni-Heat Boots are a great example of quality men’s winter hiking boots that are capable of handling temperatures down to -32C.

Featuring an Omni-Tech, seam-sealed membrane construction (providing resistance to water and breathability) and an Omni-Heat reflective lining, the only concern you’ll end up encountering is perhaps being too warm on your next hike.

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UGG Neumel Snapback

UGG boots might generally have a reputation for keeping wearers’ toes toasty as you trek from the couch to the fridge and back again; but the brand does make several winter boots that excel in the great outdoors.

The ‘Neumel’ Snapback is the brand’s take on the ubiquitous chukka style: featuring an iconic fleece lining that combines nicely with its dark suede upper.

While not equipped with a waterproof membrane, they should keep you dry in most daily conditions; as well as offering a lightweight proprietary Treadlite™ outsole.

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North Face Chilkat IV

Assuming you’re less worried about walking your dog on weekends than you are staying insulated in deep snow, then the North Face Chilkat IV seems like the go-to choice in inclement conditions.

These all-weather boots offer proprietary Heatseeker insulation, rustproof hardware and durable TNF Winter Grip rubber outsoles. A serious boot for serious situations.

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Moncler Vancouver Lace-Up Boots

Moncler, which gets its name from the Monestier-de-Clermont alpine in Grenoble, is a high fashion label that specialises in premium outerwear that is purpose-built to combat cold weather.

The vaunted luxury brand’s ‘Vancouver’ Lace-Up Boots are made to do it all: crafted from high-quality leather and supremely comfortable fabric.

To be clear: there are lots of options in this list of the best men’s winter boots that will keep you warm and dry, but few of them look this good propped up on the balcony of your ski-in chalet.

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Baffin Impact

Chances are, if you’re contemplating a pair of Baffin Impact winter boots, that Après–ski schmoozing is the furthest thing from your mind.

Designed for ultra-long distance hiking and polar exploration, the Baffin Impact keeps its wearer warm using an innovative thermoregulation system. Featuring a multi-layer inner boot, they’re also compatible with snow shoes and are available in both black and snow camouflage.

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Merrell Thermo Chill Mid Shell Waterproof

Well insulated against the cold, the Merrell Thermo Chill Mid Shell also boasts a best-in-class membrane that is said to eliminate chances of water ingress – the confidently named ‘M Select DRY’.

Despite being one of the more affordable options, when it comes to serious snow boots or hiking boots, stability and comfort are guaranteed thanks to the EVA midsole.

Meanwhile, the M Select GRIP outsole means you’re less likely to slip while wearing a pair of Merrell’s finest.

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Sorel Caribou Boots

Designed to handle approaches in the snow or icy urban streets, the sturdy Sorel Caribou winter boots are made of premium nubuck leather; with sealed seams, rubber panels, and soles that provide guaranteed water protection.

The insulating faux shearling linings and grippy treads make the Sorel Caribou one of the best winter boot styles you can pick if you’re venturing into heavy snow.

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KEEN Anchorage III

If you’re after a slightly more relaxed winter boot that will keep you warm (but won’t make you look like a contemporary of Ernest Shackleton’s) the KEEN Anchorage III is an assured choice: offering a function-forward interpretation of the typical lug boot.

Classic features include the nubuck uppers and elasticated side gussets; but you’re also getting a midsole that’s compression-moulded and treads made with something called ‘KEEN FREEZE’.

The Anchorage III has a certified insulation rating of -32°C, thanks to a thermal heat-shield footbed and (like most of the other serious performance options on our list) waterproof membrane.

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Muck Boot Arctic Ice Tall

Courter of controversy though he might be, Kanye West is still doing his bit to stay one step ahead of the drip curve. Lately, the divisive musician and designer has been seen wearing the oversized wet weather galoshes of Muck Boots – a specialist in artic footwear traditionally favoured by trappers and lobstermen.

The brand’s Arctic Ice Talls have the appearance of a Wellington-style boot: feature signature Vibram outsoles and an internal 5mm lining assembled from fleece and neoprene. to keep you upright and warm.

Given they’re designed to stay warm in temperatures as low as -40°C, it’s safe to say that under normal wearing conditions you can’t probably leave your socks in the drawer.

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Wolverine 1000 Mile Plain-Toe Rugged Boot

If you’re after a stylish pair of men’s winter boots that will also do the job of keeping you warm, then the Wolverine ‘1000 Mile’ Plain-Toe Rugged Boot is quite possibly the last shoe you’ll ever have to buy.

As a boot that was first introduced back in 1914, the folks at Wolverine have had more than a century to refine these handcrafted American leather boots, remaining true to the original intent while making the most out of modern technology.

The most contemporary version of the Wolverine therefore features a durable and grippy Vibram outsole, along with uppers that are stitched (according to a century-old pattern) using material from the Horween Leather Company – an old-school Chicago favourite.

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