What shoes to wear in winter - style guide for men

What shoes to wear in winter - style guide for men

Winter is the season when your footwear matters most—not just for keeping warm but for staying upright and looking sharp. The right pair of shoes can carry you through icy commutes, brisk weekend walks, or even the most unpredictable downpours, all while complementing your style. But with so many options out there, it can be tricky to know what works best when the temperature drops.

From sturdy boots that brave the elements to sleek leather trainers for milder days, this guide will help you step through winter with confidence. Whether you’re dressing for the office, a casual dinner, or a walk in the frost, we’ve got you covered. Let’s explore the essential styles every man should consider this season.


Shoe Trends for Winter

This winter, men’s footwear is all about blending functionality with understated elegance. Designers are focusing on shoes that not only handle the season’s challenges—think snow, rain, and unpredictable temperatures—but also make a statement. From chunky soles to vintage-inspired designs, here are the key trends stepping into the spotlight for winter.


Chunky Soles Take the Lead

Thick, rugged soles are making a bold appearance this season, and for good reason. They’re practical for icy pavements, providing extra grip and insulation, but they also add a contemporary edge to classic silhouettes like brogues and derbysExpect to see exaggerated treads paired with everything from tailored trousers to relaxed denim, giving your outfit a grounded, modern feel.


Textured Finishes

Suede, nubuck, and pebbled leather are having a moment, adding depth and texture to winter shoes. Whether it’s a pair of Chelsea boots with a soft suede upper or brogues with a grainy leather finish, these materials elevate your footwear game while adding a cosy, seasonal touch. To keep them looking their best, make sure you’re armed with weatherproofing sprays and proper care routines.

 

Heritage Meets Modernity

There’s always a spot for something vintage so designs are drawing heavily on heritage influences, with brogue boots, monk straps, and derby shoes reimagined for the modern man. Expect vintage details like perforations and burnished finishes, combined with updated features like sleeker profiles and lightweight soles. These pieces are perfect for those who appreciate timeless style with a contemporary twist.

 

Leather Trainers Reinvented

Leather trainers remain a winter favourite, but this season they’re getting an upgrade with muted, earthy tones and minimalist detailing. Think rich browns, deep greens, and matte black finishes that feel effortlessly chic and versatile enough for smart casual looks.

 

Warmth Meets Style

Winter also brings a focus on practicality without sacrificing aesthetics. Insulated linings, water-resistant finishes, and weather-ready soles are being subtly incorporated into classic designs. Smart boots with shearling details or loafers with lined insoles are perfect for staying warm while keeping that all-important polished look.

 

Chelsea Boots: Timeless Style with Winter-Ready Comfort

Chelsea boots offer a sleek silhouette that pairs effortlessly with both casual and formal attire. Their close-fitting design provides ample warmth, while the sturdy construction ensures durability against winter conditions. Crafted from premium materials, they deliver both elegance and practicality for the colder months.

 

Desert & Chukka Boots: Versatile Footwear for Cooler Climates

Desert and chukka boots are known for their lightweight comfort and adaptability. Typically made with soft suede or leather uppers, they offer a relaxed yet refined look. When paired with insulating socks, they become a reliable choice for milder winter days, providing both style and effortless warmth.

 

Smart Boots: Polished Protection Against the Elements

Winter is home to many special occasions, so a nice pair of smart boots is a strong go-to for either a night out or a day adventure. Paired with quality socks, they offer a refined appearance without sacrificing comfort or warmth during colder temperatures.

 

Brogue Boots: Classic Detailing Meets Winter Durability

Brogue boots combine intricate perforated designs with sturdy boot construction. This fusion results in footwear that is both visually appealing and resilient. The added height and robust soles make them suitable for navigating winter terrains without compromising on elegance.

 

Ankle Boots: Sleek Style with Seasonal Practicality

As for ankle boots, they provide a modern touch to your winter wardrobe. Their shorter shaft allows for easy pairing with various outfits, while materials like leather and suede offer warmth and protection. Versatile and stylish, they are a go-to choice for the season.

 

Brogues: Timeless Design Adapted for Cooler Climates

Who doesn’t like a pair of brogues? With their distinctive perforated patterns, they provide a classic look suitable for various settings. Choosing brogues made from durable materials ensures they withstand winter conditions, offering both style and functionality.

 

Smart Shoes: Understated Sophistication for Winter Events

Say you have a winter wedding which you can find more about the best shoes to wear here, you’ll need a shoe that’s smart enough to look your best, but practical for the winter conditions. That’s where our smart shoes come in.

Most of them are made from hand-selected leather which is classically durable (even in the winter months). Combine them with a warm pair of socks and they’ll offer a refined appearance without sacrificing comfort or warmth during colder temperatures.


Your Winter Wardrobe Made Simple

As the temperature drops, dressing well doesn’t have to mean sacrificing warmth. Winter fashion is all about smart layering, versatile staples, and choosing the right footwear to complement your outfit. Whether you’re heading to the office, braving the chill on a weekend outing, or attending a formal event, the right combination of clothing can strike the perfect balance between comfort and style.


Here’s a curated list of winter outfit ideas to inspire your seasonal wardrobe:


For a timeless winter outfit

The combination of a structured overcoat with a roll-neck sweater and tailored trousers exudes elegance. This ensemble is perfect for professional settings or evening events, offering both warmth and sophistication. Complete the look with smart oxfords or derbys.


For casual winter days

A puffer jacket paired with a chunky knit sweater and slim-fit jeans is a go-to choice. This outfit balances comfort and style, with the puffer jacket providing insulation and the slim jeans offering a modern silhouette. Add leather trainers or ankle boots to finish the look.


For a refined winter layered look

Pair a wool blazer with dark denim and a patterned scarf for a semi-casual outfit that works for office wear or smart casual occasions. Opt for brogues or Chelsea boots to elevate the overall style.


For a rustic yet polished winter outfit

A quilted vest worn over a flannel shirt creates a rustic yet polished winter outfit. Chinos add versatility, allowing you to dress up or down depending on the occasion. This look is ideal for weekend outings or casual lunches, with desert boots or chukka boots completing the ensemble.


For an effortlessly cool winter look

Pair a leather jacket with a hoodie and black jeans. This outfit combines edgy and relaxed vibes, making it perfect for casual city outings. Ankle boots or leather trainers tie the look together while keeping it practical.

 

The best shoes for men to wear in winter

Winter calls for footwear that blends practicality with style. Boots like chelsea, brogues, and chukkas are reliable choices, offering warmth, durability, and timeless appeal.

For more formal settings, oxfords and derbys remain classics, while leather trainers provide a versatile option for casual outings.

Whether you’re tackling frosty mornings or attending seasonal events, the right shoes ensure you stay comfortable and stylish all winter long. We hope this guide has been helpful for you, however, if you need any further assistance, don’t hesitate to get in touch with our team, we’re always happy to help! 

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