How To Wear Hats In Fall 2016 0
in Hats and Scarves Style

How To Wear Hats In Fall 2016

How to wear hats in fall 2016. As most of you probably know, I’m a huge sucker for hats. I actually don’t even know why because I don’t wear them everyday. I have a bunch that I’ve only worn once or twice and a couple that I’ve never really worn.
From my vantage point I can see 5 fedoras on my commode, two of which I’ve never worn in public, and yet a couple of weeks ago while I was shopping with my sister, I had to forcibly leave a store because I was ready to buy another one. To further illustrate how bizarre my addiction is, I’m sitting here watching a DIY building show and thinking how cool it would be to have a hard hat…..I know.
how to wear hats in fall 2016

The key to wearing a hat is to design your outfit around the hat so that it looks seamless and not like you threw it on because you remembered to.  Let’s go over a few things.



Square. For those with a square shape, look for hats that have an asymmetrical cut as this will provide balance for a stronger jawline.

Long and Narrow. If you have a longer, narrow face, a softer shape will most likely be best suited to you. Feathers or other detailing will add movement and interest.

Round. A wide brimmed hat is perfect for those with a rounder face as it will compliment your lines.

Heart. Those of you with heart shaped faces are the luckiest in this instance as you can usually pull off any hat you love.

Hair Length. Another determining factor is hair length. A smaller brim or a cloche suits shorter hair better, whereas a floppy wide brimmed hat will nicely balance out long tresses. It can be worn with loose hair or with a messy side braid. I write this with a bit of hesitation, however, because I don’t necessarily believe in such hard and fast rules. Think of these as guidelines.

how to wear hats in fall 2016


Fedora. Edgy with a hefty dose of sensuality. I love the masculine feel of a fedora and I can’t help but think of old time gangsters that have been immortalized on the silver screen. The nice thing about a fedora is that when worn low on the forehead, it really draws attention to your eyes. When I think of a fedora (or panama), I picture a sultry smokey eye, a sleek, structured jacket and my favourite denim.

Cloche. Feminine with a touch of vintage is how I like to describe this type of hat. When I’m wearing a cloche, I feel ladylike and elegant and usually wear it with a long coat and a dress. Now, keep in mind that it doesn’t have to be fancy, just pretty. You are, after all, channeling a whole era of women who fought for our rights. Oh, and don’t forget to wear your red lipstick!

Beret. Sophisticated, unforgettable and woven together with a strong dose of free spirit. Give me a flirty skirt, a cute jacket, knee-high boots and a beret any day of the week. The best part of this look is that any makeup combination will work, but for fall I would definitely pair it with a plum lipstick and some black mascara.

Floppy. Chic and definitely glamorous. A wide brimmed floppy is what I reach for when I’m feeling exotic and dreaming of a jet set lifestyle. This is a hat to be worn with a fabulous pair of heels, a pair of over sized sunnies and a lot of attitude. In this case, I let the hat speak for itself and try to keep my makeup to a minimum while subtly playing up my eyes.

Fall is the best time to play with hats because you can wear them with pretty much anything you own.
Look for quality. I understand that you might not want to invest in a hat and if you’re only going to wear it once or twice and you are just dipping your toes into the whole “hat thing” then it’s fine, but if you have the means then be prepared to spend a little bit more. There are several reasons for this. A well made hat will sit better on your head and will retain its shape for a lot longer. It’s really no different than opting for higher quality craftsmanship and fabrics when you are shopping for investment pieces. I’ve had many of my hats for years now and they still look brand new.
how to wear hats in fall 2016

The best way to figure out where your comfort zone is and what looks best is to go to a dedicated hat shop and be prepared to try on a lot of models.

  • Sometimes it’s a matter of a slightly wider or narrower brim that will make a world of difference.
  • Go over your wardrobe and make a mental note of the style of outfits you wear most. This will give you and idea of the type of hat you should be looking for.
  • If the hats you are trying on are hand made then sometimes it pays to try on several of the same size because they might fit differently.
  • Make sure you really love the hat because even if you don’t wear it right away, it just might be something you come back to!

Do you have a favourite hat style?

Continue the conversation on BLOGLOVIN and INSTAGRAM


images courtesy of UNSPLASH.COM

You Might Also Like

The Bespoke Tailor: A History Of Style

What To Wear On A Plane To Europe

Contemporary Fashion Georgie And Elaine

9 Accessories Every Woman Should Own

Fall Outfits That Will Always Work

How To Wear Summer Whites

November Favourites

How To Store Winter Clothing

Summer Solstice In Style

Best Beauty Products For Spring 2015

How to Walk in Heels In Style

Easy Rules To Looking Your Best

How To Dress In Your 40s

How To Wear Silver Jewelry In Style

Your Shoe Wearing Guide

Best Shoes For Travel

Shopping For Vintage Hats In Style

How To Be Comfortable And Stylish

Statement Earrings Guest Post

Today We Wear Black

How to Wear Mint

This Ain’t California: Skateboarding Fashion

Designer Spotlight Blackbird London

Interior Design: Style On The Side

Clothing Tips Every Woman Should Know

Best shoes for traveling in Europe

How To Wear Dresses For Fall

How To Style Chunky Sweaters

Designer Spotlight SYCAMAW

How To Shop For investment Pieces

What Is The Deal With Loving Your Body

Top 5 Style Posts Of 2015

How To Effortlessly Reinvent Your Style

How To Make Your Legs Look Longer

How To Wear Black

Your 8 Rules To Shopping

Ankle Boots Were Made For Walking

Style For Research: Fascinator

What Your Sunglasses Say About You

How To Dress In Your 30s

How To Travel With Your Jewelry

European Style And Travel

How To Dress A Pear Shape

Ultimate Accessories Guide For Major Social Events

Jewelry: Salt Spring Island Style

British Fashion: How Do You Define It?

Best Hat For Your Face Shape

Style Habits That Make You Look Older

How To Add Prints To Your Wardrobe

Date Night Essentials

How To Be Elegant Every Day

How To Wear Cufflinks

Why You Have Nothing To Wear

Must Have Statement Pieces

Designer Spotlight Konplott Jewellery

How To Be Modern Gothic and Rocker Chic

Summer Office Style

Patches of Denim

The Color Guide

Summer Scarves In Style

How To Feel Good About Your Style

Photography For Bloggers Composition

How To Wear Navy In Style

7 Bags Every Woman Should Own

Fashion And Architecture

Gift Guide For The Fashionista

Best outfits for winter travel

Eyeglasses For Everyone: Warby Parker

When It’s Too Hot To Pick An Outfit

Look great this summer without being a hot mess

How To Style A Denim Jacket

Crystals For Winter In Style

How To Choose The Right Accessories

Vintage Bags In Style

How I Lost My Style

Black… And the Colour is Gone…

Packing For Two Weeks In Europe

How To Add Colour To Your Fall Wardrobe

How To Style A Polka Dot Dress

On Our Radar March 2015

How To Layer Clothes For Fall

How To Dress A Ruler Shape

How To Dress For Canada Day

Best Summer Bag For Everyday 2014

Fashion Flashback Styles of 2013

How To Style Sneakers

Your Ultimate Wardrobe Color Guide

How To Wear Red 2013

Best Sunglasses For Your Face Shape

How To Take Your Wardrobe From Winter To Spring

Designer Spotlight Best of 2014

Stay Healthy And In Style In Las Vegas

All About Spring In Style

How To Wear A Tshirt

The Truth About Heels

How To Be Casual But Stylish

Top Summer Essentials 2014

What Your Bag Says About You

Polette Parisian Eyewear

How To Add The 70s To Your Style

How To Mix Prints In Style

Dresses Every Woman Should Own

Consulting For Online Success

How To Look Effortlessly Chic

Essential Wardrobe Checklist For Men

How To Wear A Moto Jacket

How To Wear Flowers In Your Hair

Designer Spotlight Darylynn Eyewear

How To Dress For Winter

Must Have Coats For Fall

British Mode June Edition

Shoe Shopping In Madrid

Summer Road Trip In Style

How To Dress For A Work Party

How To Wear Gold Jewelry

The Eternity of Diamonds

Links I Love

Best Dresses For Summer At Fine Finds

Military Inspired Style For Spring 2015

How To Shop For Vintage Clothing And Bags

Off Duty Style

How To Wear Sneakers With A Skirt

What To Wear At The Pool

What To Pack For A Mini Getaway

Style: Lazy Summer Days

How To Style Hats For Fall 2014

Best Winter Accessories

British MODE December Issue

White For Fall In Style

How To Choose The Perfect Heels

Best Accessories For Fall

Style Stories Louboutin Heels

8 Tips For Packing Light

How To Choose The Bag For You

How To Dress Just For You

How To Wear Pink For Fall

Blogger Love

I Want To Be Her: Book Review

Style: London Fashion Week

How To Wear Orange Spring 2014

Shoes Every Woman Should Own

How To Style Jewelry

How To Wear Brown

How To Style A T-Shirt

How To Love Your Clothes When You Don’t

Dance Inspired Wardrobe

My Story In Brief

Best Jeans For Your Body Type

Wedding Sparkle in Style

10 Creative Ways To Style Up Your Office Outfit

Best Bags For Summer Sightseeing

Make 2016 Your Most Stylish Year

How To Wear White After Labour Day

How To Add Colour To Your Wardrobe

Blogging And Living Abroad

Best Coats For Spring 2015

How To Style Flats

How To Grow Your Blog With Pinterest

How To Wear White

How Style Affects Our Confidence

Fashion Is Art In Portland

Style Picks For February 2015

How To Succeed Online Part 3

How To Wear Mixed Metal Jewelry

How To Succeed Online Part 2

Jewelry Every Woman Should Own

What Your Watch Says About You

Fashion Of Anime Cosplay

Style Shopping at Fine Finds

How To Dress Up A Boring Outfit

Best 2016 Runway Shoe Trends

Why You Should Dress For Yourself

How To Make Clothes Look Expensive

Coach Bag Is Art: Style

How To Feel Beautiful

How To Wear And Care For Velvet

Stories From The Road in Style

How To Look Chic At The Office

Classic Pieces Every Woman Should Own

Summer Dressing Guide

Which Type Of Tourist Are You

Ultimate Guide To Layering

Arm Candy Show Off Your Bracelets

How To Wear A Summer Scarf

Am I Too Old To Wear That

Hair Accessories: Hair Raising Tale

Branding And Images

How To Dress For Summer

How To Take Great Photographs For Bloggers

One Dress Three Weddings

How Where You Live Influences Your Style

How To Wear Plaid For Fall

Designer Spotlight Talk To My Shoes

Must Have Hats For Fall 2014

British MODE: Haute Couture

Fashion Rings For Style

Should You Have A Minimalist Wardrobe

Glasses: Blink and you’ll See!

Luxury in Style: September Celebrations

Cloche Hat The Boardwalk of Hats

Odd Pears Why Socks Matter

Cocktail Fashion: Drink, Dress and Ring

Best Jewelry For Summer 2014

Best Sweater For Your Body Type

Designer Spotlight Standfor Shoes

How To Wear Pink

Portland Shopping Garnish Apparel

What To Wear On A Boat

Summer Dresses In Style

Best Way To Wear Sweaters This Fall

Designer Spotlight Perfect Black Leggings

What To Wear When You Have Nothing To Wear

What Your Jewelry Says About You

Vintage Shopping In Portland

How To Wear Purple 2013

How To Look Less Frumpy

Long Evening Dresses

Shopping In Portland Accessory Style

Designer Spotlight EverywhereUR

Shopping For Court Shoes

Beret: A Hat For All Seasons

How To Wear Ankle Boots

How To Be Modern Boho

How To Travel In Style

Shopping FAQ In Style

How To Wear Scarves In Style

Buying Jewellery: Must Read Tips

Makeup Pouches In Style

Why Is Style So Important

How To Wear Green For Spring 2015

Vintage Shopping In Berlin

Navy Heels With A Touch Of Gold

How To Buy Pants That Fit

Designer Spotlight Quinoa Paris

Granville Island Artists

How To Add 50s Style To Your Wardrobe

Womens Essential Checklist

Where To Shop For Vintage And Designer Apparel

Fedora: Traveling In Style

How To Pack For A Weekend Getaway

How To Wear Athleisure

How To Wear Fringe For Fall 2014

How To Add The 60s To Your Style

How To Find The Perfect Party Dress

What To Pack For A Long Flight

How To Wear An Oversized Tshirt

Monogram Jewelry In Style

Tomcap: Baseball Hats Reinvented

How To Take Your Look From Day To Night

How To Wear Sequins For Day

How To Keep Your Clothes Looking New

How To Look Good In Tights

British MODE: January Issue

Best Pants For Your Body Type

Must Have Spring Accessories

Goorin Bros. A World in my Dreams

How To Determine Your Body Shape

How To Dress When You Work From Home

Must Have Accessories For Fall

Fly And Fierce Boutique

Your Go To Outfits At Any Age

Fashion Must Haves For January 2015

How To Make Heels Comfortable

Designer Spotlight Work Wonders

What To Wear To An Interview

Styling Tricks Every Woman Should Know

How To Succeed Online Part 1

How To Find Your Style

Are Sandals Bad For Your Feet

How To Pull Off Hats

Fashion Picks For November 2014

How To Wear Yellow

Sidewalk Sale Shopping in Style

How To Dress An Inverted Triangle

Best Gifts For The Fashion Lover

Best Hair Accessories

How To Dress Vintage Modern

Travel Style And Life

How To Wear Green 2013

Be Stylish Not Fashionable Or Trendy

How To Dress An Apple Shape

How To Wear Scarves

Essential Accessories For Men

Style: British MODE

How To Add 40s Style To Your Wardrobe

How To Buy Pearls

New Year: A Wonderful 2014 To All

Designer Spotlight Femi Pleasure

What Clothes You Should Splurge On

Is It Okay To Wear Nude Tights

How To Make An Old Coat New Again

Must Have Statement Jewelry Fall 2014

How To Dress An Hourglass Shape

Where to find Modern Artisan Jewelry

How To Wear Gray

Pre-Loved: A Treasure Hunt At Holy Rags

How To Update Your Wardrobe

National Hat Day 2014

October Fashion Beauty And Fitness Picks

Unique Jewelry Fabulous Accessories

Effortless Style And Beauty

Everyday Bag Essentials

How To Wear Pastels Spring 2015

Style On The Road

Sunday Musings In Style

Art Of Millinery The Saucy Atelier

What Your Hat Says About You

December Style Picks 2014