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Men's holiday outfit inspiration at MR PORTER

Sharp tailoring, performance gear and luxe knits, this is winter dressing at its smartest.

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Your Winter Upgrade Playbook

Tailored layers, performance gear and luxe loungewear, curated with MR PORTER

Tailored layers, performance gear and luxe loungewear, curated with MR PORTER

December 16, 2025 at 12:03 am

By

Valet. Staff
@valetmag

Published

December 16, 2025

Published

December 16, 2025

Photography

Courtesy

Winter dressing doesn’t have to mean choosing between style and comfort—or between the office and the slopes. This season, we partnered with the experts at MR PORTER to craft three distinct looks that cover all the bases of a modern man’s cold-weather wardrobe. Whether you’re navigating city streets in sharp tailoring, carving down a mountain in technical gear or settling in for a quiet evening at home, the right pieces make all the difference.

Our “City Layers” edit proves that refined doesn’t mean rigid, showcasing how elevated fabrics and smart silhouettes can take you from morning meetings to evening drinks without missing a beat. “On the Mountain” trades the boardroom for the backcountry with rugged, performance-driven essentials designed to keep you warm and mobile on your next ski weekend. And when it’s time to wind down? “Warm Winter Evening at Home” delivers the kind of considered comfort that makes staying in feel like an upgrade—think cashmere, heavyweight knits and the sort of quality loungewear that looks as good as it feels. Consider this your winter style playbook, refined and ready for whatever the season throws your way.

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City Layers

Luxe textures meet sharp silhouettes in this elevated edit that layers Brunello Cucinelli’s shawl-collar cardigan and cotton-jersey henley, paired with Boglioli’s tailored trousers and Church’s suede boots for a look that transitions seamlessly from the office to after-hours.

Men's winter city layers outfit inspiration

Shawl-collar double-breasted cardigan, $3,200 by Brunello Cucinelli

City nylon jacket, $2,450 by Saman Amel

Ribbed cashmere beanie, $550 by Brunello Cucinelli

Cotton-jersey henley, $400 by Brunello Cucinelli

Striped ribbed socks, $55 by Mr P.

Pullford suede lace-up boot, $1,320 by Church’s

Tapered twill trouser, $600 by Boglioli

Clockwise, from top left

Shawl-collar double-breasted cardigan, $3,200 by Brunello Cucinelli

City nylon jacket, $2,450 by Saman Amel

Ribbed cashmere beanie, $550 by Brunello Cucinelli

Cotton-jersey henley, $400 by Brunello Cucinelli

Pullford suede lace-up boot, $1,320 by Church’s

Striped ribbed socks, $55 by Mr P.

Tapered twill trouser, $600 by Boglioli

On the Mountain

From Moncler Grenoble’s technical ski jacket to Aztech Mountain’s performance pants, this rugged lineup combines function and style with pieces designed to keep you warm and looking sharp whether you’re on the slopes or après-ski.

Men's skiing outfit inspiration

Ski goggles, $1,390 by Gucci Eyewear

Montgetech hooded down ski jacket, $3,250 by Moncler Grenoble

Ribbed virgin wool beanie, $310 by Moncler Grenoble

Fleece half-zip ski base layer, $2,700 by Brunello Cucinelli

Activist Treemerino T-shirt, $110 by Houdini

Team Aztech ski pant, $825 by Aztech Mountain

Trailgrip Après GORE-TEX shell boot, $980 by Moncler

Luci Fair Isle virgin wool sweater, $484 by Bogner

Clockwise, from top left

Ski goggles, $1,390 by Gucci Eyewear

Montgetech hooded down ski jacket, $3,250 by Moncler Grenoble

Ribbed virgin wool beanie, $310 by Moncler Grenoble

Fleece half-zip ski base layer, $2,700 by Brunello Cucinelli

Activist Treemerino T-shirt, $110 by Houdini

Team Aztech ski pant, $825 by Aztech Mountain

Trailgrip Après GORE-TEX shell boot, $980 by Moncler

Luci Fair Isle virgin wool sweater, $484 by Bogner

Winter Evening at Home

Embrace downtime in style with Brunello Cucinelli’s sumptuous alpaca-blend cardigan, Loro Piana’s wool sweatpants, and a cashmere throw from Johnstons of Elgin. Proof that staying in can be the ultimate luxury.

Men's winter evening at home outfit inspiration

Suvin cotton-jersey T-shirt, $205 by Kaptain Sunshine

Intarsia-knit Alpaca-blend cardigan, $3,870 by Brunello Cucinelli

Ribbed cashmere beanie, $90 by William Lockie

Shearling-lined suede slipper, $235 by Mulo

Fringed cashmere throw, $1,785 by Johnstons of Elgin

Wool-blend sweatpant, $3,650 by Loro Piana

Waffle-knit socks, $55 by Mr P.

Clockwise, from top left

Suvin cotton-jersey T-shirt, $205 by Kaptain Sunshine

Intarsia-knit Alpaca-blend cardigan, $3,870 by Brunello Cucinelli

Ribbed cashmere beanie, $90 by William Lockie

Shearling-lined suede slipper, $235 by Mulo

Fringed cashmere throw, $1,785 by Johnstons of Elgin

Wool-blend sweatpant, $3,650 by Loro Piana

Waffle-knit socks, $55 by Mr P.

 

Explore the Winter Shop at MR PORTER
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