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A winter hat for every workout

1. Running

Satisfy Running Air-Wool Sherpa Hat

Wear this breathable, water-repellent hat for logging miles through the elements. Flaps cover your ears while a drawcord in the back ensures a custom fit. 

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BAM Merino Bamboo Beanie

A mix of sweat-wicking merino wool and bamboo, this beanie is ventilating and flexible enough to fit over a bun or ponytail. Bamboo is an anti-static fabric that’s friendly to sensitive skin, so your hair and face are protected. 

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2. Cycling

Rapha Peaked Merino Hat

This cap, which features windproof material at the front, will help keep your head warm without causing you to overheat. Go for the berry hue for a pop of color underneath your helmet. 

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Café du Cycliste Belgian Cap

Three layers of technical fabric work together to create a hat that’s breathable, windproof, and water-resistant—all in a stylish denim construction. Wear during your ride, then keep it on when you break for lunch. 

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3. Snow sports

Houdini Sportswear Power Hat

If this convertible piece gets wet, it dries instantly. Wear it around your neck while on the mountain, and to cover helmet hair après ski. 

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KJUS Logo-Appliqué Wool-Blend Beanie

This luxe hat is made from a blend of wool and cashmere for an ultra warm weave that can stand up to the coldest temperatures. It makes a chic accessory for snowshoeing and skiing.

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4. Hiking

Fjällräven Polar Padded Cap

This insulated baseball cap delivers style on and off the trail thanks to the plush fabric and retro shape. It's portable too; when you're not wearing it, fold it up and stow in your pack or coat pocket.

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Filson Insulated Packer Hat

A classic adventuring silhouette with added warmth, this hat made from waxed canvas (also known as tin cloth for its durability) combines a heritage vibe with wind, sun, and temperature protection.

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Photo: Bersa / Art Partner Licensing

My fall cycling essentials

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