With handcrafted details, fine materials and discreet elevator systems, men’s winter ankle boots are perfect for facing the cold season with personality and class. Discover these 5 men’s ankle boots that combine style, comfort and functionality. From classic shades to modern reinterpretations, each proposal is designed to offer elegance and practicality. 
You may already know that men’s ankle boots are a must-have item in a man’s wardrobe, especially during the winter season. These ankle boots, known for their timeless elegance and versatility, are perfect for both casual and formal looks, making them an ideal choice if you are a modern man who wants to combine style and comfort.
And you will be happy to know that this cold season, men’s winter ankle boots are back in the limelight on the catwalks and in the collections of the major fashion brands. From classic suede desert boots to contemporary reinterpretations, these models stand out for their ability to combine tradition and modernity.
Men’s ankle boots for a return to quiet luxury
The current trend sees a return to the socalled quiet luxury, a discreet luxury that favours quality materials and a sober but refined aesthetic. In this context, men’s ankle boots in fine leather or suede, in neutral tones such as blue, brown and black, become the protagonists of outfits that aim at elegance without ostentation. Attention to detail, such as visible stitching and worked soles, adds a touch of craftsmanship that further enhances the shoes.
The versatility of these ankle boots makes them suitable for a variety of occasions: combined with a suit, they give a sophisticated air without being too formal, with jeans and a jumper, on the other hand, they offer a casual but neat look. The choice of materials and colours allows you to adapt them to your stylistic needs, making men’s winter an investment to face the cold weather with elegance and practicality.
Whether you prefer a classic model or a modern reinterpretation, these ankle boots will complete your outfit with style, while ensuring maximum comfort during the coldest months. The GuidoMaggi catalogue reinterprets the elegance of luxury men’s ankle boots, transforming them into refined elevator shoes. Each model, made with fine materials and craftsmanship, is designed to satisfy every style need, while providing a height increase of up to 6.5 or even 8 centimetres. A perfect mix of exclusive design, comfort and functioSet featured imagenality, ideal for those who want to stand out with class and confidence on every occasion.
Below are 5 must-have models to choose from depending on the occasion and personal style.
Blue ankle boots, classic for every occasion
Blue ankle boots are a true passe-partout in a man’s wardrobe, and GuidoMaggi’s Benedict Canyon model represents its excellence. Handcrafted in Italy from the highest quality blue calfskin and fitted with an ultra-light rubber sole, they combine tradition and innovation in a timeless design.
Perfect for the man who loves a classic but never banal style, these ankle boots adapt casually to different occasions. Pair them with slim-fit trousers or jeans for a casual but neat look. Complete with a sporty jacket or tailored coat for a timelessly elegant outfit. Thanks to their ability to increase your height from 2.4 to 3.1 inches, a pair of Benedict Canyons also gives you that extra bit of confidence.
An extra touch of style? Choose accessories in neutral or blue tones to create a harmonious look.
Read also: Men’s fashion colours: powder blue even for your elevator shoes
Black men’s ankle boots for your elegant outfits
Black ankle boots represent the pinnacle of masculine elegance, and the Kaunas model is the epitome of it. Handcrafted in Italy from full-grain calfskin, they are a refined and versatile choice for every occasion, from work to a formal evening. The handcrafted leather sole adds a touch of timeless class, while the invisible elevator system, which increases the height from 2.4 to 3.1 inches, offers discreet comfort and a more confident stance.
Perfect with classically cut cloth trousers and a tailored coat, the Kaunas ankle boots also pair beautifully with a jacket and shirt combo for an impeccable business look. If you prefer a more casual chic feel, wear them with a shaved jumper and slim-fit trousers. They are a must-have accessory to complete your winter wardrobe in style and face every occasion with elegance and confidence.
Bordeaux suede men’s ankle boots for unique and colourful looks
A pair of Quito from GuidoMaggi’s latest autumn/winter collection are made of soft burgundy suede and combine the classic lines of traditional ankle boots with modern comfort thanks to the Vibram rubber sole, designed for a light and comfortable walk. The lace-up closure lends an extra classic touch, while the internal elevating system allows you to increase your stature by up to 3.1 inches without sacrificing naturalness.
Perfect for creating casual yet sophisticated outfits, they pair beautifully with jeans and shirts in tartan, denim or flannel for a rustic yet sophisticated touch. Try them with a knitted jumper and a retro cut coat for a classic, warm look. If you prefer a more urban style, opt for a voluminous down jacket and your favourite jeans: a mix of practicality and style to face the city with personality.
Read also: Fashion trends: colorful men’s suits and elevator shoes
Brown full brogue ankle boots for sophisticated retro looks
The Colstrip are handmade ankle boots that boast a full brogue upper in two fine types of leather – brushed calfskin and full-grain – in warm brown tones. The rubber sole guarantees comfort and excellent grip, making them ideal for tackling every day in style. In addition, thanks to the internal elevating system, they increase your height up to 3.1 inches naturally.
Perfect for those who love a vintage look, these ankle boots pair beautifully with velvet or wool trousers and a tweed jacket for an outfit with retro charm.
Want to add a contemporary touch? Wear them with slim-fit jeans, a turtleneck jumper and an oversized coat. A combination of sophistication and modernity that won’t go unnoticed.
Green suede ankle boots for casual yet refined looks
A pair of Mayfair combines Italian craftsmanship and exclusive design, perfect for those who want a touch of casual elegance. The green suede calfskin upper lends personality and sophistication to these men’s winter ankle boots, while the soft kid leather lining ensures optimal comfort. The sole, upper and insole, which are joined and stitched at sight, testify to the attention to detail, with a real leather heel and non-slip rubber insert adding functionality. In addition, the internal rise, customisable between 2,4, 2,7 or 3.1 inches, allows you to gain height with discretion.
For a casual yet sophisticated look, pair them with chino trousers and a cream jumper. If you prefer a bolder outfit, wear them with a split suit in natural fabrics and a white shirt. Whether you opt for an urban or classic style, a pair of Mayfair will accompany you with class and comfort on any occasion.
