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The Best Menโ€™s Winter Boots
Huckberry Waterproof Duckboot
โ€” Updated on 17 July 2025

The Best Menโ€™s Winter Boots

โ€” Updated on 17 July 2025
Nick Kenyon
WORDS BY
Nick Kenyon

Now that weโ€™re in the thick of winter, itโ€™s time to put your Birkenstocks back into storage and hike in a pair of menโ€™s winter boots.

Whether you need them for your next ski trip, mountain hiking expedition, or adventures in the city, itโ€™s important that youโ€™ve got a decent pair of winter boots to keep your feet warm and dry.

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

men's winter boots

RELATED: The Best Menโ€™s Puffer Jacket Brands For Every Price Point In 2024



Timberland Premium Waterproof Boots

men's winter boots

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

The style weโ€™ve chosen to feature above is the 6-Inch Premium Waterproof Boot (in a colourway known as โ€˜Wheat Nubuckโ€™), but you can find a whole range of other styles and colours on the Timbaland website.

Specifications:

  • Classic Timberland style
  • 6โ€ณ height
  • Waterproof construction
  • Comfortable, grippy outsole

Red Wing Classic Moc 6-Inch Boot 875

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

These menโ€™s winter boots are made from Red Wingโ€™s premium โ€˜Oro Legacyโ€™ leather upper. The construction here is also top-notch, with a Goodyear welt and proprietary rubber outsole.

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

Specifications:

  • Iconic American heritage label
  • Low cut and ideal for mild conditions
  • Goodyear welted construction
  • Uppers made of premium โ€˜Oro Legacyโ€™ leather

Blundstone Thermal Chelsea Boots

men's winter boots

If you love the look of RM Williamsโ€™s iconic โ€˜Craftsmanโ€™ boot, but disdain being mistaken for a concrete cowboy, these โ€˜Thermalโ€™ Chelsea Boots from Blundstone are a considered alternative.

Like the former, Blundstone has built its Thermal with comfortable elastic gussets, whilst dialling 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.

Specifications:

  • Classic Chelsea Boot style
  • More casual thanks to elasticated ankles
  • Fully waterproof
  • TPU outsoles

L.L.Bean 8โ€ณ GORE-TEX Insulated Menโ€™s Bean Boots

men's winter boots

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

The Maine labelโ€™s signature โ€˜Beanโ€™ 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.

Specifications:

  • Full-grain leather upper
  • Breathable GORE-TEX lining
  • Durable triple-needle stitching
  • Waterproof rubber outsole

Huckberry Waterproof Duckboot

men's winter boots

For those expecting seriously fresh temperatures, Huckberryโ€™s Waterproof Duckboots are some of the best menโ€™s winter boots when you want to combat extreme cold.

Even if you donโ€™t specifically need a pair of snow boots, these are designed to keep you warm and dry no matter the conditions youโ€™re facing. That performance comes courtesy of an EVA midsole, Vibram outsole, and the fanciful-sounding โ€˜Trapuntoโ€™ toe-box construction.

Specifications:

  • Waterproof construction
  • Vibram outsole
  • Comfortable EVA midsole
  • Traditional Duckboot โ€˜Trapuntoโ€™ toe box

Columbia Fairbanks Omni-Heat Boots

For the gent whoโ€™s keen to stay comfortable while walking, the Columbia Fairbanks Omni-Heat Boots are a great example of quality menโ€™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 youโ€™ll end up encountering is perhaps being too warm on your next hike.

Specifications:

  • Durable Cordura textile upper
  • Omni-Tech waterproof breathable construction
  • Rated for temperatures down to -32 ยฐC
  • Omni-Grip non-marking traction rubber

UGG Neumel Snapback

UGG boots might generally have a reputation for keeping wearersโ€™ 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 โ€˜Neumelโ€™ Snapback is the brandโ€™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 Treadliteโ„ข outsole.

Specifications:

  • Casual design is perfect for everyday use
  • Treadlite by UGGโ„ข Proprietary compound outsole
  • Suede upper
  • Sheepskin lining

North Face Chilkat IV

Assuming youโ€™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.

Specifications:

  • Ultra-durable design
  • Heatseeker insulation
  • Rustproof hardware
  • TNF Winter Grip rubber outsoles

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 brandโ€™s โ€˜Vancouverโ€™ 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 menโ€™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.

Specifications:

  • Legendary name in winter wear
  • Timelessly stylish design
  • High-quality leather construction
  • Premium details

Baffin Impact

Chances are, if youโ€™re contemplating a pair of Baffin Impact winter boots, that Aprรจsโ€“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, theyโ€™re also compatible with snowshoes and are available in both black and snow camouflage.

Specifications:

  • Tested at the North and South Poles
  • Thermoregulated and breathable
  • Multiple colourways
  • Ideal for snow hiking

Merrell Moab 3 Mid Tactical

Well insulated against the cold, the Merrell Moab 3 Mid Tactical also boasts a membrane that seals out water, while the waterproof coated leather keeps them from getting sodden when in the snow.

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 Merrell Air Cushion technology in the heel, a COMFORTBASEโ„ข rubberised EVA midsole, and Merrell sticky rubber outsoles.

If youโ€™re planning on hiking this winter, the Moab 3 Mid Tactical will keep your feet warm and dry.

Specifications:

  • Waterproof membrane seals out water
  • Merrell Air Cushion in the heel
  • COMFORTBASEโ„ข rubberised EVA midsole
  • Merrell sticky rubber outsole

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 youโ€™re venturing into heavy snow.

Specifications:

  • Waterproof nubuck uppers
  • Synthetic insulation
  • Vulcanised rubber soles
  • Built for use in heavy snow

KEEN Revel IV Mid Polar Boot

If youโ€™re after a slightly more serious pair of winter boots that will keep you warm (but wonโ€™t make you look like a contemporary of Ernest Shackletonโ€™s), the Revel IV Mid Polar Boot is an assured choice: offering a function-forward interpretation of a winter hiking boot.

Features include waterproof leather and performance mesh uppers, 200g of KEEN.WARM insulation, KEEN.WARM Recycled PET insulation rated to -32ยฐC, and compression-moulded EVA midsoles for enhanced cushioning.

Specifications:

  • Waterproof leather uppers
  • 200g of KEEN.WARM insulation
  • KEEN.WARM Recycled PET insulation rated to -32ยฐC
  • Compression-moulded EVA midsoles

If youโ€™ve enjoyed this Buyerโ€™s Guide, then why not check out some of our other fashion-related stories? Here are a few of our favourites to get you started:

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Nick Kenyon
WORDS by
Nick Kenyon is the Editor of Boss Hunting, joining the team after working as the Deputy Editor of luxury watch magazine Time+Tide. He has a passion for watches, with other interests across style, sports and more. Get in touch at nick (at) luxity.com.au

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