So, forget about trying to keep your expensive haircut looking good and go ahead and pick a head topper from the variety of men’s hats available. You’ll be less likely to catch a cold, and you’ll be more comfortable and warm. And we’re not talking about baseball caps or trucker hats here; they do not qualify as either stylish or functional in cooler weather. They do have their place in your wardrobe, but not this season.

Here is a stylish selection of men’s hats that will leave your head feeling warm and dapperly attired.

Harris Tweed Ivy Cap

This driver style cap is always appropriate on a crisp day. You can easily pair it with a thick sweater or an overcoat. Perhaps the best aspect of this men’s hat -- besides the price -- is the ease with which you can store it. With no brim to worry about and a durable fabric, you can toss it in your briefcase or the backseat without a thought and it’ll be ready when you need it.

Akubra Walking Hat

No, it’s not a fedora, but it is just as functional and stylish as its larger cousin. Remember Brando in The Godfather as the aging Don Corleone chasing his grandson through the garden? This is the hat. In fact, Brando used this style throughout the film to help punctuate the casual fashion style of his character, but you can wear it to add that special dash of casual elegance to your attire. And the brim of this men’s hat is perfect for keeping the wind and sun out of your eyes.

Borsalino Casual Hat


If you walk to work, use public transit or enjoy a brisk country walk, you will want -- or,
 dare I say, need -- this hat. Comfort and style rarely find a happy union in men’s hats, but here it is in a neat, affordable, hunting-inspired Scottish walking hat that can be worn with almost anything. Take note

of the hatband with a buckle instead of a manufactured bow and you’ll be sporting timeless fashion on your head.


Still Life Carver

The subtle plaid and hunting style of this men’s hat brings practical function to your daily battle against the elements. Lower the earflaps and secure them under your chin for even more protection against the wind. You’ll be glad you opted for this model with thickly cut fabric and utilitarian form on that first windy day of the season, and you’ll notice more than a few gentlemen sporting this hat with their overcoats buttoned up and their earbuds firmly in place.

Still Life Wetherby

This Wetherby from Still Life borrows a few elements of the Chairman Mao cap, but updates the look stylishly with stitching across the front bill, and decorative buttons and a double fold of fabric along the sides and back. The squared front and unique choice of fabric give this Wetherby an ultra-fashionable look and it is by far the most casual style of the men’s hats profiled. Pair it with a pea coat and jeans or a military jacket and you’ll create a complete ensemble for the weekend. Just don’t wear it with an overcoat or you’ll risk looking like a second-rate diplomat just off the jet.

head’s up!

It is often said that women can tell what kind of man you are by the shoes you wear. But, most of our shoes are coated with sludge in the winter, so hats take over this role. Remember: Most woman like men in stylish hats devoid of school mascot logos and beer endorsements. Thus, a hat -- a real hat -- is more than appropriate to add to your wardrobe this winter.