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This best-selling lightweight and affordable beanie is made from a poly-spandex blend that stretches over your head, sits close on your ears, and effectively wicks away sweat. Thin enough to fit under a ski helmet or bike helmet, or serve as a liner underneath a chunky, knit cap, it will keep you warm at temps as low as 10 degrees.

Runners prone to overheating will appreciate being able to roll it up and stuff it in their pocket. The beanie is also available in bright orange and neon yellow for increased visibility during winter’s limited-daylight days or in snow.

This beanie is no frills, but it covers all the basics. If you live somewhere that only occasionally dips below freezing, or you are new to the world of winter hats, this is a good place to start.

Made of lightweight fleece, this beanie is stretchy and comfortable. Stash it in a pocket or running belt if you get too hot mid-run.

When you just need a simple, warm layer to get the job done without busting your budget, this skullcap has you—and your ears—covered.

Comprised of a blend of polyester and spandex, this hat wicks away moisture and keeps sweat from pooling into your eyes. It’s robust enough to block out the windchill yet lightweight enough that you won’t overheat on balmier days.

Most winter hats leave my ponytail with nowhere to go. This fleece cap has a little hole in the back through which it can escape so all my hair stays out of sight and out of mind. It’s an ideal pick for sunny, below-freezing days, as the bill is big enough to protect your eyes, and the drop-down ear flap is cozy against your ears and neck.

It’s also versatile—the ponytail slit is almost unnoticeable if you’re not using it, and on warmer days, you can tuck the ear cover back into the cap. The all-over fleecy fabric is soft, comfortable, and warm, but it doesn’t provide much rain protection for those who run in wetter climates. Also be warned that the hat stretches to fit in one-size-fits-most fashion, so runners with bigger heads might find it too tight.

This go-to head warmer is for the brave soul who runs in all conditions, including snow, sleet, and ice. Here’s why: Smartwool’s 100-percent merino is double-locked for extra warmth, but it’s also soft, it breathes, it wicks moisture, and it resists odors that some man-made materials never shake, even after repeated washing.

Roll the cuff up for a stylish touch or pull it down low over your ears on the frostiest days.

Here is a great option if you’re looking for full coverage—ears, head, and neck— with added warmth. The flat bill will shield you from any potential precipitation, while breathable fleece on the sides and wrap-around ear flaps block wind.

This moisture-wicking hat will keep you warm, but without you overheating. Bonus points for the cool retro style.

If you plan on running in frigid temperatures, go for an all-encompassing style like this one that checks all the boxes. The Icebreaker Oasis Balaclava protects your head, face, and ears from winter chill. It’s soft and comfortable with flatlock seams to prevent chafing, and since it’s made from moisture-wicking midweight merino wool, you won't get overly damp—plus it’s machine washable.

A typical concern with balaclavas is that your breath may cause the material around your mouth to get wet—and even freeze (it’s happened to me on numerous occasions,). That is not the case with this option thanks to a small ventilation area that allows your breath to escape, but no cold air to enter.

Stylish, functional, fleecy, and safety-oriented are the main features I like best about this lululemon beanie. The reflective details are optimal for early morning or evening runs.

Made with a four-way stretch and water-repellant material, this snug-fitting beanie will keep you comfy during runs on windy or snowy days.

This Smartwool merino headband has an interlocking knit construction, which ensures optimal comfort, breathability, and thermoregulation. And, it’s reversible so you get two different looks for the price of one.

With merino wool, you’ll stay cozy on your cold runs without incurring an itchy scalp or overheating. The just-snug-enough fit prevents the headband from sliding off without inducing a pressure headache.

It’s so small and lightweight that you can tuck it into a pocket if you get too warm. But on the coldest of days, consider pairing this with a neck gaiter (like this one, also from Smartwool) to give more coverage.

When you’re going a long distance, warmth and comfort are critical. The Salomon Winter Training Beanie offers AdvancedSkin Shield technology to protect you from wind and snow with an integrated sweatband to keep you toasty and dry.

What impressed me is this hat’s built-in windproof panels that protect your forehead from the wind. When you are logging lots of miles, it’s also important to remember your shades—the sun still shines in the wintertime. This beanie takes that into consideration, too, including slots so your sunglasses don’t shift around.

Safety on your run should always be a top consideration, especially in the winter months when being outdoors at certain times of the day or evening means low-light conditions.

While many caps include some reflective features, the Nathan Reflective Beanie boasts strategically placed geo print graphics that enhance visibility. This beanie is lightweight and stretchy so it will stay in place while keeping your head warm, but not too hot.