What Should Men Pack for a Winter City Break?

What should a man pack for a three-day winter city break?

For a typical three-day trip, pack two tops, one knit or hoodie, two bottoms including the pair you travel in, and one outer layer suited to the forecast. Add socks and underwear for each day, a scarf or hat if needed, and shoes you’ve already worn for long walks.

Wear the bulky pieces in transit

Wear the Carpenter Jeans - Dark Blue and your bulkiest jacket on the journey. On dry days the quilted Moritz Check Overshirt - Brown/White works as a city layer over the L/S Como Luxe Tee - White. If the forecast calls for sustained rain, take a waterproof outer layer.

Plan one outfit for sightseeing and one for dinner

For a dry sightseeing day, try dark denim, a long-sleeve tee and the Vortex Runner - Triple Black, provided they’re comfortable for your walking plans. For a casual dinner, pack the Aurelle Cable Knit Sweater - Brown and wear it with the same jeans or your second pair of trousers. Check the venue if you plan to wear trainers.

Do you need a second pair of shoes?

One broken-in pair may be enough for dry weather and casual venues. Take a second pair if you expect wet conditions or a dress code, or choose weather-rated footwear you can wear throughout the trip. Leave room for a spare pair of socks on long walking days.

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More men’s winter style guides

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• Men’s Winter Trainers: How to Style Vortex and Onyx
• Browse all winter style guides