How to Choose a Hat for Your Face Shape

Intern Shelby Parrott here! Shopping can feel intimidating, especially when shopping online.”Will this look good on me? Will it flatter me and my face shape? What even IS my face shape?” Well, no worries! We got you, girl! While, obviously, you can wear whatever hat style you want, sometimes when you’re shopping online for a hat for the first time, it can be nice to have some directions before you go off driving on your own. So, here are ways to determine your face shape and what hats will suit you the best before you hit the “add to my cart” button on a Polly Singer Couture Hat! 😉 

The best way to figure out your face shape it to either take a photo of your face or look in the mirror and with your finger outline the shape of your face. To get the full look it is best to tie your hair back to get your full face in view. You could also whip out the measuring tape if you feel like it, but it is best to just examine your face and facial features. Determining your forehead, cheeks, jaw, and face lengths are the keys to figuring out facial shape. 

And what better way to learn about what hats to wear than from the best hat wearers out there? The Royals!

Kate Middleton | POPSUGAR Celebrity   Billie Light Tan Fedora With Bridal Bits
Kate Middleton: Oval Face Shape
Lucky you, oval face shapes work with pretty much anything! It is best to not go with anything too round or narrow to the face because sometimes that can make the face look smaller and rounder. Our best suggestion would be a fedora. It’s the perfect in between like the oval face shape! It’s not too wide or too close to the face, not to mention a classic that you can wear season after season. Some things just never go out of style!   Virginia black cloche
Meghan Markle: Heart Face Shape
The heart face shape usually consists of a wider forehead and a pointy chin making the perfect heart-like shape! Heart shape faces also go with many different styles but it is best to stay away from wider brims and floppier hats as they can make the forehead look larger and not flatter the face shape as much. The best would be a hat that is closer to the face or a medium to smaller brim to perfect fit your face. 
Our suggestion would be the Virginia Black Cloche Hat.  Perfect for this face shape plus not to mention a lovely vintage inspired look. 
Princess Beatrice celebrates 27th birthday: 10 facts | HELLO!




Sally Honey Brown Profile Wool Hat

Princess Beatrice: Round Face Shape

With round face shapes, it is best to stick with hats that are not close to the face. If the hat sits too close to the forehead or the rest of your face it can just emphasis the roundness. It is best to go with a wider brim and, even better, something that is upturned from the face to give your face height. Or wear your hat slanted back for the same look.

Are suggestion would be the Sally Tan Upturned Hat. It’s wide and upturned brim is perfect for rounder face shapes! Plus it’s a great Fall essential for your wardrobe! 


Diana, Princess of Wales - Wikipedia   Isabelle Huge Panama Ladies Sun Hat
Princess Diana: Square Face Shape
Square face shapes usually consist of a strong jawline, great high cheekbones and a longer face. With square face shapes, go with a wide floppy style hat. This way it softens the look and contrast greatly with the square jaw line. 
We suggest our Isabelle Oversized Sun Hat. Perfect with its wide and floppy brim. Plus not to mention making a fun fashion statement! 

Don’t forget though, wear whatever makes YOU feel good! These are just some guidelines you can follow if you’re feeling unsure. But, of course, how you feel is the most important. 

Happy Shopping! 

Hat Tip: Winter Storage

Where do summer hats go when the weather turns nippy? Do they fly south with the birds and butterflies or do they go to ground and nap until spring, dreaming of horse races and teas? For the visual alone, I’d like to believe that hats are migratory; however, if my pretty summer hats don’t rise and fly this fall, I want to be prepared to tuck them away myself. So, I consulted a conservator, an expert in the art of preserving vintage clothing. Here’s what I found out about the proper way to store hats.

1) First inspect your hat for dirt or makeup stains. If you have just worn the hat, make sure it is no longer damp from sweat or weather. Hats should be both clean and dry before storing. Each of our hats arrives with a hat care tip sheet. If you have questions on cleaning your hat, your please feel free to contact us at Also, see blog entitled “Hold on to your Hat” for general guidelines on hat care.

2) Rule number 1: Store your hat in a box, preferably the box that it came in. If your hat is a Polly Singer design it will have come in a perfect box. Because our hats travel all over the world, hat box design and construction is something that Polly refuses to skimp on. We have our boxes custom made with strength and durability as the main considerations. If you have lost or damaged your hat’s original box, contact us about ordering a replacement.

3) Organise your collection. Allow adequate space for the storage of each hat and do not stack them on top of one another. Polly Singer boxes are made in a variety of sizes so that every hat goes out in the perfect sized container. If a box is too small, the hat may be permanently bent or crumpled, too large and the hat may move around too much. The too large hat box also invites the unwise attempt to pack more than one hat to a box.

4) Store with support. Make a simple support for storing hats from acid-free tissue fashioned into sausages and wads and used to pad out and support the shape of the hat. Hats should not be stored resting solely on their brim, as in time the crown will sink and become distorted down under its own weight or that of the trimmings.

Often, especially when Derby weather predictions are dire, we pack plastic bags in the bottom of our hat boxes. They’re meant to be tucked in your handbag or pocket on inclement days as emergency hat protection and are not intended to house the hat long term. Plastic (polyethylene sheets or bags) should never be used for long term storage, as it attracts dust and can trap insects, mould and dampness around the object. Instead use acid free materials (storage boxes and tissue).

Good storage conditions and adequate support for fragile and weak items will help ensure the stability of an object and will slow down its degradation. Store these items in the dark, and try to maintain a stable, non-fluctuating environment with even temperature and humidity not too damp or dry.

Our hats are made of the finest materials and all the trim is sewn on by hand because we believe a Polly Singer hat is an investment in your wardrobe and is meant to last for many, many seasons.