The North Face Hoser Hat - $24.72

If hanging with the boys out on the ice or hitching up your huskies to the sled is more your style, than keep your head toasty with The North Face Hoser Hat when you're out playing in the frigid air. Faux fur-lined flaps snap down to keep your ears warm, and the hat's waterproof HyVent fabric combats the elements when it gets a bit nasty outside. Its Heatshield synthetic insulation offers great warmth-to-weight ratio and is extremely durable, especially when you're out drinking with your buddies in the cold. - $24.72