HATS OFF TO HATS: Winter’s Best Hats and How to Wear Them.

  • by Corrie Shenigo
  • posted at 8:29 pm
  • October 29, 2010

I’ve always been a sucker for hats.  Vintage, new, wide-brimmed or knit, there is something about a hat that (aside from keeping the top of your head warm) frames a face so nicely – not to mention it’s super-power to add some ‘edge’ to an outfit in the blink of an eye.

As temperatures drop into brisker territories, we here at PoshBeauty.com thought it an appropriate time to take a look at Fall/Winter hats and how best to sport them.

Let’s start with the most obvious.  The Knit Cap.

Hats from L. to R.: Pieces Stripe Hat $13.79 at ASOS; Urban Outfitters Wool Bow Beanue $24; T by Alexander Wang Ribbed Hat at Shopbop.com $68; Ignite Oversize Slouchy Beanie at ASOS $39.95

A keep-it-warm staple, the knit cap comes in a variety of styles: beret, skull cap, beanie – embellished with bows, studs or pom-poms the knit cap is a must-have this season.  The knit cap works best with a little ‘effortless’ hair showing.  If you have bangs put the cap a little further back on your head and sweep your bangs forward or to the side.  For longer hair try a tousled loose look or a messy side ponytail.

Adventure await: The Aviator/ Trapper Hat

Top to Bottom: Warehouse Leather Faux Fur Trim Trapper Hat $77.58 at ASOS; Ugg Australia Bailey Aviator Hat $175 at Saks Fifth Avenue; Urban Outfitters Starring at Stars Trapper Hat $38.

A bolder statement than the knit cap – but certainly guaranteed to guard the top of your head, your ears and your neck from any hint of winter’s frost – the Aviator/ Trapper Hat tells people right off the bat of your adventurous fashion sensibilities.  In keeping with the ‘messy’ hair approach that’s so popular right now, the Aviator/Trapper works best with shoulder length or longer, tousled locks.  Just be sure you have some hair showing, even it it’s short hair with bangs, so the look is YOU wearing the HAT and not the HAT wearing YOU.

Next up: The Fedora.

From L. to R.: Marc by Marc Jacobs; Rag and Bone Floppy Brim Fedora $140 at ShopBop.com; Urban Outfitters Grace Hat's Tanya Fedora $48.

While I personally prefer a fedora with an oversized brim (reminds me of playing dress-up in the Man closet), a softer brim is equally enough to add a little hipster edge to your winter wardrobe.  Whether wool or faux fur, embellished in ribbons, feathers and any number of trend-worthy hardware a fedora is another must-have hat.

With it’s built-in masculine sensibility, this trend works best with loose flowy locks to pump up the femininity factor.  Another great look is pulling your hair into a loose bun and stuffing it up into the hat with plenty of sexy tendrils framing your pretty face.

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