Top Tips For Winter Wardrobe Transitioning

As the sweltering days of summer slowly give way to the crisp, chilly mornings of winter, the transition in seasons can be a perplexing challenge for most men.

Adapting your wardrobe to the shifting climate without compromising on style and comfort is a task that often leaves many bewildered.

However, fret not, for we are here to guide you through the art of seasonal dressing. We'll explore winter dressing tips for both formal business attire and smart casual outfits.

So, let's dive in and prepare your wardrobe for the colder months!

Winter Dressing Tips for Formal Business

When it comes to formal business attire during the winter season, the key is to balance sophistication with warmth. Here are some essential tips to keep you looking sharp and feeling cosy:

1. Layering is Your Best Friend

Incorporate layering into your ensemble. Start with a crisp dress shirt, add a well-fitted suit, and top it off with a quality wool overcoat. This not only adds warmth but also elevates your style.

2. Opt for Wool Suits

Consider investing in a few high-quality wool suits. Wool is an excellent insulator and can keep you warm without adding bulk. Choose darker colors like charcoal, navy, or deep grey for a sophisticated winter look.

3. Accessorise with Class

Add refined accessories like silk ties, pocket squares, silk or lightweight cashmere scarves and a classic leather bag to complete your formal winter look. They can make a significant difference in your overall appearance.

4. Choose the Right Footwear

Swap out your lightweight summer shoes for leather dress boots. They provide both insulation and style, keeping your feet warm and dry during winter commutes.

Our custom Chelsea boot with marine blue sole and mountain studding


Winter Dressing Tips for Casual/Smart Casual

For those who prefer a more relaxed dress code, transitioning to winter attire can be equally stylish and comfortable:

1. Invest in Sweaters, Gilets & Waistcoats

Versatile, warm and stylish, sweaters, gilets and waistcoats are a must-have for the winter season. Choose crewneck or V-neck styles in neutral tones that can be easily paired with jeans or chinos. Gilets made from tweed or flannel give you an extra touch of personality and flair while still keeping you insulated!

2. Outerwear with Versatility

Consider a classic pea coat, car coat (thinking Daniel Craig in Skyfall) or a well-tailored trench coat. These can be worn over casual outfits and smarten up your look instantly.

3. Keep Your Legs Warm

Swap your summer shorts for jeans or thicker chinos. Dark wash jeans are a go-to choice for the winter, as they can be dressed up or down effortlessly. For chinos consider stretch brushed cotton or on the heavier side moleskin are a classy but warm & hardy choice that will stand up to the commute while keeping you looking smart.

4. Layer Smartly

Layering isn't exclusive to formal attire. Combine a button-up shirt, sweater and a smart jacket (again think lightweight tweed or flannels) for a casual yet refined appearance.


Transitioning from summer to winter dressing is a challenge that every man faces, but with the right knowledge and the right pieces, you can navigate this change seamlessly. Remember, the key to success lies in layering, choosing the right fabrics, and adding stylish accessories that not only keep you warm but also make a statement.

If you find seasonal dressing to be a daunting task, consider seeking the guidance of experts. Roberto Revilla London offers bespoke tailoring and shoe-making services to help you build a winter wardrobe that is both practical and elegant.

Contact us today or book an appointment to ensure you're well-prepared to face the changing seasons with confidence and style. Your wardrobe transformation starts here! https://www.robertorevillalondon.com/contact

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