Featuring weather-proof fabrics and clever design
A hat may be the single most important piece of gear for exercising in chilly temperatures. Since your scalp is filled with blood vessels, a cold head will chill the rest of your body at a faster rate, potentially slowing you down. Here, the best headwear for outdoor pursuits.
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.
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.
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.
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.
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.
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.
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.
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.
Photo: Bersa / Art Partner Licensing