Men's Style Inspiration  / Wear to Work  / The Essential Winter Work Outfits for Men

The Essential Winter Work Outfits for Men

Because a new season calls for new workwear essentials. We’ll help you get ready for winter work days in style.

Men's winter workwear jackets
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Winter is almost upon us. With a new season, it’s time to rethink your workwear staples by adding warm essentials that look smart and make you feel your best. Choosing contrasting textures, bold basics, and pops of color are great ways to show off your style in office-appropriate ways. To help refresh your on-duty style, we’re sharing three winter work outfits that are polished, cool, and sharp. Keep scrolling to see our picks.

Creative presentation

This season, we’re all about layering on the warmth and contrasting textures while mixing in classic, understated prints that never go out of style. For a polished look when you have to present your work, try a graphic printed button-down with a herringbone jacket and pants under a wool topcoat. Adding a belt and sleek penny loafers in warm tones ties the look together to create a smart work ensemble that’s sure to inspire confidence.

Men’s classic winter workwear outfit
Men’s casual workwear outfit

Team check-in

For an impromptu meeting, keep your style casual, but still put-together. A crewneck sweater in a pop color, slim-straight pants, and a coordinating belt are perfect for the job. A slim-fit houndstooth jacket adds a subtle graphic print to the mix, while two-tone sneakers keep the look laid-back and approachable, letting your coworkers know you’re ready to collaborate.

Leading a meeting

Look sharp when you lead your next important gathering by putting together bold basics that look professional yet also show your confidence. Start with a crisp button-down, sport coat, and flat-front pants with a striking glen-plaid print that’s perfect for the office. Finish it off with a pair of sleek black chelsea boots. If you’re heading out for after-work drinks, throw on a black leather jacket to add a downtown-cool vibe to your outfit.

Men’s transitional winter workwear outfit

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Find your new favorite must-haves with personal styling.