Be prepared for winter: The complete guide to men's winter shoe trends

As the nights draw in and the seasons change, cold feet are inevitable. While the cooler months bring heavy rain, frosted paths and dull clouds, there are still so many reasons to explore outdoors, from tasking hikes to even the daily commute. However, this means you’ll need some trusted men’s winter shoes to keep your feet comfortable and protected against the elements.

Here at Rieker, we’re on hand with a full rundown of the trending shoes for men this winter season. View our extensive guide to find the best men’s winter shoes, discover the latest trends, and explore exactly what you should look for when choosing your winter boots. Our guide to trending shoes for men this winter will see you tackling the great outdoors with great confidence, no matter the harsh conditions.

Table of contents

What to look for in men’s winter shoes

Before breaking down our top picks for the best men’s winter shoes and boots, we’ve broken down the essential qualities you should be looking for. When choosing winter shoes for men, make sure your chosen pair ticks all of the boxes on our must-have list to ensure you have the highest quality product.

  • Quality materials
  • Maximum reflexibility
  • Optimum shock absorption on varying surfaces
  • A lightweight feel for ultimate freedom
  • Sufficient space
  • Solid support
  • Waterproof properties

All of our winter shoes at Rieker are made with antistress features designed to take the pressure off your feet. Developed with the principles of more reflexibility, more space, more lightweight, and more shock-absorption, our winter footwear sets the standard for comfortable and durable shoes.

Walking boots

Rieker Evolution Mens Walking Boots

Regardless of your outdoor activity, walking boots have now established themselves as footwear essentials when battling the great British weather. Whether hiking up a mountain, navigating city streets, walking the dog, or the occasional trip to the local pub, walking boots are one of the men’s shoe trends that will never cease being stylish or practical.

Offering undeniable comfort, ankle support, and other foot-relieving orthopaedic features such as antistress footbeds and full-leather linings, they’re footwear you can depend on.

At Rieker, we don’t compromise on style to achieve optimum functionality. Using high-quality, lightweight, and elastic components, Rieker antistress shoes eliminate pressure points, absorb shocks, and keep you walking with a spring in your step all day.

Choose Rieker’s men’s lace-up boots with a leather upper and lambswool lining for a comfortable fit and durability. Their sturdy grip makes them ideal for hiking, while the stylish leather touches and easy cleanability allow the shoe’s versatility to come through. The lace-up boots have plenty of room for movement or for thicker socks to combat the cold, with insulation going the extra mile to keep your feet toasty.

Working boots

If you’re looking for warm winter shoes for men, then working men’s boots are some of the best men’s winter boots ever made. Originally designed for use in factories and shipping yards, they boast all the robust features you need when exploring the outdoors. They are highly durable, and offer water-resistant properties, padded ankle support, high grip soles, and incredibly cosy linings.

Today, work boots have had a contemporary transformation and are available as casual fashion shoes with all the benefits remaining. The best part? They are easy to style with everything from trousers and jeans to waterproof bombers and parkas. Pair your work boots with coveralls to adopt a modern and effortless stylish menswear trend.

Rieker’s working boots feature velour lining and a thermoplastic elastomer sole with wide-fitting for a comfortable and flexible fit. With excellent ankle support, you can be confident walking in any conditions with our working boots.

Brogue boots

If the walking or work boot is a little too ‘outdoor explorer’ for your liking, you will be a fan of the brogue boot. A sartorial hybrid, a brogue boot provides you with the same winter-warming properties a chunkier, more robust boot would, but with the delicate detailing and highly-regarded smartness that a classic brogue is known for. This is the ultimate style pick for the colder months if you’re looking for trending shoes for men.

Brogue boots can be styled with any outfit you normally pair your traditional brogues with. Whether that’s smart, formal wear, or casual off-duty styling, brogue boots will elevate any look. The ultimate companion to a tweed blazer and jeans, brogue boots can even be worn with your office attire come winter.

Our lace-up brogue boots provide you with ultimate protection against the elements, with wide-fit available, providing ample space for movement. The versatility of the stylish boots works massively in their favour, along with their staple Rieker flexibility.

Ankle boots

A men’s winter must-have shoe. Ankle boots are smart enough to style with a blazer, tailored trousers and roll neck but are also chilled enough to pair with laid-back chinos and a sweatshirt. Whatever the event on the horizon, there are so many styles, designs and colours you’d struggle to get this look wrong.

Leather ankle boots are perfectly suited to the wet and cold, providing strong resilience and a water-resistant outer; they protect without compromising on elegance and style.

Chukka and desert boots are trusted favourites for ankle boots and dressing for winter. They don’t look out of place on an adventure yet still pass the pub-safe test for a spot of lunch or drink with friends come the evening.

Rieker’s pull-on ankle boots come with the signature antistress features to make this stylish option just as comfortable as it is fashionable. The warm lining and insulation ensure that on any occasion, your feet will keep a comfortable temperature with added flexibility for a natural feeling fit.

Chelsea boots

Chelsea boots make a versatile addition to your capsule wardrobe, as they can take you effortlessly from desk to dinner. A high-quality pair of Chelsea boots can be worn with a tailored two-piece suit, just as they can with your favourite jeans at the weekend. Just be sure not to tuck in your jeans should you opt for this look.

The sophisticated style of Chelsea boots will never fall out of fashion, making them a staple men’s shoe trend this season. Plus, you can rely on bringing this style out year after year as not only are they timeless, but they are also easy to keep in good condition. Regular cleaning, brushing, and a good waterproof protection spray should keep them looking as good as new. Check out our ‘How to clean your dirty boots’ blog for more details.

Alternatively, opt for a classic leather style that boasts cold weather-ready rubber soles and an insulating outer.

The stylish leather on our Chelsea boots will prepare you for any occasion this winter, along with the shoe’s long-lasting comfort.

Men’s winter shoes at Rieker

Now that you’re ready to take on the winter with the knowledge you’ve gained from our guide, browse our incredible selection of men’s winter shoes at Rieker. Our range of fashionable and practical boots will see you confidently battle the blustering conditions in style.

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