A winter city break means long walks between museums, restaurants and shops, with cold wind on the street and overheated rooms indoors. Layering is the only way to stay comfortable in both. The goal is warmth without bulk.

The Base Layer

A thin merino or silk base layer under your clothes adds real warmth without changing how they fit. On the coldest days, add thermal leggings under trousers. No one will know.

The Middle

A cashmere or merino sweater traps heat better than one thick, bulky layer. A thin down vest under a coat is the secret of many well-dressed people in cold cities.

The Coat

In Montreal and Chicago in deep winter, a long down coat or a parka with a hood is not optional. In New York, a heavy wool coat is often enough, with a down layer underneath on the worst days. Choose length: a coat that covers your thighs is far warmer than a short jacket.

Feet and Hands

• Waterproof boots with insulation and a grippy sole for slush and ice.
• Wool socks, plus a spare pair in your bag.
• Lined leather gloves, or touchscreen gloves you will actually keep on.
• A hat that covers your ears. More heat escapes from an uncovered head than people expect.

Indoors

Museums, restaurants and shops are warm. Choose a coat you can carry or check, and make sure what is underneath works on its own. A good sweater and well-cut trousers look right in a gallery or a bistro once the coat comes off.

Shop the Edit

• Icebreaker Merino 175 Everyday Base Layer, Amazon
• Vince Cashmere Turtleneck, Vince
• Canada Goose Shelburne Parka, Saks Fifth Avenue
• Max Mara 101801 Icon Coat, Max Mara
• Sorel Joan of Arctic Waterproof Boot, Nordstrom
• Agnelle Cashmere-Lined Lambskin Gloves, Nordstrom
• Johnstons of Elgin Slouchy Cashmere Beanie, Johnstons of Elgin