Winter office outfits present an exciting opportunity for men to combine style and warmth in the workplace. As temperatures drop, crafting a polished and cozy ensemble becomes essential. In this article, we'll explore 10 versatile winter office outfit ideas tailored to professional settings. From classic layering techniques to statement accessories, we'll guide you through the art of staying both fashionable and comfortable during the colder months. Additionally, we'll recommend key products to invest in, ensuring your workwear wardrobe is well-equipped to tackle the challenges of winter while exuding confidence and professionalism. Whether you're navigating a corporate office or a more casual workspace, these outfit suggestions and product recommendations will help you elevate your winter work attire game.

Outerwear for winter office outfits

Single-breasted overcoat: Wax London

The Wax London Sasso Wool Long Coat is a meticulously tailored outerwear piece designed for the discerning wearer. Its perfectly cut silhouette makes it a versatile staple for fall and winter. With a single-breasted button fastening adorned with horn-look buttons, this coat exudes understated elegance.

Shirting for winter office outfits

Oxford shirt: ISTO.

Experience sophistication with the ISTO. Oxford Shirt. Crafted in Portugal with precision by top tailors and garment suppliers, it boasts unmatched distinctiveness. Made from 175 g/sqm organic cotton, it's light and breathable. Meticulous attention to detail, from cuffs to buttons, ensures unrivaled quality. Balancing classical and slim fits, it's versatile and stylish.

Rollneck: Luca Faloni

Elevate your winter office attire with Luca Faloni's Pure Cashmere Roll Neck. Crafted in Bergamo, Italy, from Cariaggi Fine Yarns' 100% pure cashmere, it offers luxurious softness and warmth at 300 gr weight. The fitted design ensures comfort, while the iconic Dolcevita neckline adds a timeless, distinguished touch.

Polo shirt: WAHTS

The WAHTS Cashfeel Knitted Polo Shirt is spun from extra-fine merino with a cashmere touch, perfect for this season. Though as simple as it is timeless, the contemporary slim fit, ribbed collar, cuffs, and hem provide a distinctive feel.

Trousers for winter office outfits

Wool trousers: L'Estrange

Discover unparalleled comfort in L'Estrange's 24 Trouser Wool. Crafted from 100% fine merino wool with natural stretch, it's soft, scratch-free, and cozy. Featuring a hidden elastic waistband, internal drawstring fastening, and three pockets with brass back poppers, it blends style and functionality effortlessly.

Chinos: Handvaerk

Handvaerk's Chino Pants are designed for comfort with a subtle taper, making it an effortlessly versatile piece. Tailored from lightweight cotton twill fabric, they boast a single pleat, a tailored waistband, and practical pockets. Whether crisp or relaxed, they always exude style. Made in Italy for a touch of luxury.

Trousers with Princes: Artknit Studios

Elevate your workwear wardrobe with Artknits Tailored Trousers with Pinces. Versatile for various dress codes, they offer a regular fit with an elasticated waist. Made in Italy, for quality. Pair with a classic black leather loafer to complete the look.

Footwear for winter office outfits

Monkstraps: Arterton

For a hardworking pair of office shoes, turn to Arterton's MON 723 Double Monks. These meticulously crafted shoes feature finely shaped double straps, adding a touch of sophistication. Made with German Weinheimer leather and hand-lasted for comfort and flexibility, they epitomize quality and style.

Chelsea boots: Velasca

Velasca's Lampionèe Chelsea Boots redefine office elegance with full brogue leather detailing. Crafted in full-grain leather with a sturdy Vibram rubber sole, they complement woolen pants effortlessly. Featuring a non-slip sole, they ensure style and practicality, even in wet conditions.

Buckle shoes: Kleman

Kleman's Marechal M VGT buckle and leather Tyrolean shoes are a sleek choice in black. Crafted in France with cemented assembly, these shoes feature leather and textile lining, a leather insole, and a rubber outsole. The buckle strap closure adds a touch of sophistication to your style.

Leather briefcase: Carl Friedrik

The Palissy Briefcase by Carl Friedrik effortlessly combines style and functionality. With dedicated pockets for a 15-inch MacBook, 16-inch MacBook, and more, it's perfect for modern professionals. Complete with a 40mm shoulder strap, it's the epitome of everyday elegance and office-ready practicality.

10 Best winter office outfits for businessmen

Boardroom briefings

Exude undeniable authority in a herringbone tweed coat and navy slacks to match. Create dimension with a striped dress shirt, grey blazer for added warmth, and a tie with a subtle, sophisticated pattern. Elevate the ensemble with polished black leather loafers and a class silver jewelry.

Client conferences

Make a lasting impression with a charcoal gray suit that boasts impeccable craftsmanship. Pair it with a meticulously pressed white dress shirt. Add a single-breasted mac coat for a touch of character. Complete the look with a leather briefcase and a watch.

Networking luncheons

Strike the perfect balance between approachable and polished in a brown single-breasted coat, expertly tailored for a flattering fit. Dress it down with black denim jeans, providing both comfort and style. Layer an orange cardigan over a light blue dress shirt, and slip into tassel loafers, preferably suede, for a refined touch.

Presentation prowess

Strike a balance between sharpness and comfort with an relaxed fit pinstripe suit. Pair it with a crisp white tee that offers both style and comfort. Finish the ensemble with a brown leather belt, projecting a relaxed yet refined image.

Corporate celebrations

Embrace a timeless look with a well-fitted brown suit. Elevate the ensemble with a crisp blue dress shirt, accessorised with a silver watch. Complete the outfit with patent leather dress shoes and embody sophistication and elegance with striped brown socks.


Meeting with management

Radiate confidence in a double-breasted wool coat in navy, tailored to perfection. Swap crisp white dress shirts for a thick roll neck on chillier days, which can be easily dressed up with pleated wool trousers. Slip into black leather monk-strap shoes, projecting refinement and authority.

Deal-making dinners

Command respect with a tweed blazer that underscores your executive presence. Choose a patterned shirt crafted from premium cotton, ensuring comfort throughout your meeting. Elevate your look with a silk tie featuring a subtle pattern. Finish the ensemble with dark or denim trousers, and leather belt.

Executive engagements

Command attention in a wool blazer, showcasing your impeccable taste and sense of style.Team it with a luxuriously brushed cotton shirt and add washed denim jeans and a leather belt, infusing character into your ensemble. Elevate the look with brown Chelsea boots embodying confidence and sophistication.

Business breakfasts

Strike a balance between sharpness and comfort with an PS English Tweed Overcoat, meticulously tailored for a flattering fit. Pair it with merino crewneck jumper offering both style and comfort. Finish the ensemble with navy trousers and a brown leather belt, projecting a relaxed yet refined image.

For more like this, discover 20 ways to style a business casual jacket for winter.