Men’s Winter Shoes [The Trends You Need]

winter walking

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 get exploring outdoors. However, this means you’re going to 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. So keep reading to find out the best men’s winter shoes, discover the latest trends as well as explore exactly what you should be looking for when it comes to choosing your winter boots. Our guide to trending shoes for men this winter will 

Top Men’s Winter Shoes: What to Look For

Before we break down our top picks for the best men’s winter shoes and boots, take a look at our breakdown of the qualities you should be looking out for. When choosing winter shoes for men, make sure your chosen pair ticks all of the boxes on our must-have list. 

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

The Best Men’s Winter Shoes 

1. Walking Boots

walking boots

Regardless of your outdoor activity of choice, walking boots have now established themselves as footwear essential when it comes to battling the great British weather. Whether it’s 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 are never going to 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. 

Here at Rieker, we don’t compromise on style to achieve optimum functionality. Utilising 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 long.

Our Top Pick for Men’s Walking Boots

Our Top Pick: Rieker Men’s Brown Lace Up Boots 

Why We Like Them

Features: 

  • Leather Upper
  • Lace-Up and Zip Fastening
  • Extra-Wide Fitting
  • RIRICON Sole
  • Lambswool Lining with TEX 

Benefits: 

  • Flexible
  • Plenty of Space for Movement or Thick Socks 
  • Insulating
  • Sturdy Grip for Hiking 
  • Easily Removed and Cleaned 

2. Working Boots

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. Offering waterproof properties, padded ankle support, high grip soles, and incredibly cosy linings, they are virtually indestructible. 

Today, work boots have had a contemporary transformation and are available as casual fashion shoes, with all the benefits still remaining. The best part? They are so easy to style with everything from trousers and jeans to waterproof bombers and parkas.

Our Top Pick for Men’s Working Boots

Our top pick: Rieker Men’s Brown Boots 

Why We Like Them

Features: 

  • Leather upper
  • Wide Fitting
  • Velour Lining
  • Thermoplastic Elastomer Sole

Benefits: 

  • Sturdy Ankle Support 
  • Undeniable Comfort for Extended Wear
  • Full Flexibility when Walking  

3. Brogue Boots   

brogue boots

If the walking or work boot is a little too ‘outdoor explorer’ for your liking, then 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 that you would 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 the winter months. 

Our Top Pick for Men’s Brogue Boots

Our top pick: Rieker Men’s Brown Lace-Up Boots

Why We Like Them

Features: 

  • Leather Upper
  • Lace-Up and Zip Fastening
  • Wide+ Fitting
  • Thermoplastic Elastomer Sole 

Benefits: 

  • Ultimate Protection Against the Elements
  • Super Stylish
  • Full Flexibility When Walking 

4. Chelsea boots

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. 

men's pull on boots

The sophisticated style of Chelsea boots is one that 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, they are also easy to keep in good condition. Regular cleaning, brushing, and a good waterproof protection spray should be more than enough to 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. 

Our Top Pick for Men’s Chelsea Boots

Our top pick: Rieker Men’s Brown Pull-On Boots 

Why We Like Them

Features: 

  • Leather Upper Slip-On
  • Wide+ Fitting
  • Elastomer Sole 
  • Velour Lining

Benefits: 

  • Pull-On Easily 
  • Sturdy Grip
  • Long-Lasting Comfort
  • Easy Styling

5. Ankle Boots

men's ankle boots

A men’s winter must-have shoe. Ankle boots, like Chelsea 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 waterproof outer they provide protection without compromising on elegance and style. 

Chukka boots and desert boots are trusted favourites when it comes to 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. 

Our Top Pick for Men’s Ankle Boots

Our top pick: Rieker Men’s Brown Pull On Boots 

Why We Like Them

Features: 

  • Synthetic Upper
  • Zip Fastening
  • Wide+ Fitting
  • Elastomer Sole
  • Warm Lining with Membrane 

Benefits:  

  • Flexible
  • Plenty of Space for Movement
  • Insulating for Warm Feet
  • Sturdy Grip
  • Full Flexibility when Walking


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