What Should Men Wear on a Winter Date Night?

What should a man wear on a winter date?

For dinner, start with a plain knit, dark trousers and a structured jacket. For drinks or a more casual date, try dark jeans and a simple long-sleeve top. Choose the outfit you want to be seen in indoors first, then add a layer for the walk there.

Dinner at a smarter restaurant

Wear the Meribel Suede Jacket - Brown over the Cervino Mohair Sweater - Oatmeal with charcoal trousers and dark leather shoes. The oatmeal knit frames the brown collar. Once you take off the jacket, the light knit and dark trousers still look like a complete outfit.

Drinks at a bar

Pair the Chamonix Shearling Jacket - Black/Grey with the L/S Como Luxe Tee - Black and dark blue jeans. Keep the top plain so the check does the work. If the bar has a dress code, swap the jeans and trainers for tailored trousers and leather shoes as needed.

Coffee or a daytime date

Try the Mercer Overshirt - Black over a white long-sleeve tee with dark denim. Add your weather layer if the plan involves walking. If you expect to spend most of the date indoors, the Mercer is tidy enough to leave on unzipped.

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More men’s winter style guides

• What Is Smart Casual for Men in Winter?
• How to Wear a Men’s Suede-Effect Jacket in Winter
• Browse all winter style guides