Find the Right Hat for Your Face Shape

Face it. When it comes to picking the right hat, knowing your face shape can mean the difference between “yasss” or “yikes.” While there are countless shapes that don’t fit neatly into one category or another, generally most face shapes can be described as round, long, oval, diamond, square, or heart-shaped. Here are some tips to help you find the best hats that will flatter your face.


It’s fairly easy to determine when a face is round. There’s a softness to the shape with a broad forehead, full cheeks, and rounded chin. There is no oblong length, pronounced jawline, or sharp angles.

Find the Right Hat for Your Face Shape: Round

Celebrities With Round Faces: Chrissy Teigen, Emma Stone, Kelly Clarkson, Kate Winslet

Do: Balance the fullness of a round face with hats that have some angularity to them such as this medium-brim fedora with a teardrop shape. Tall crowns also help to elongate soft curves and irregular brims provide contrast to such a symmetrical face shape. Try wearing the hat slanted forward to play with proportion.

Don’t: Hats with round crowns and narrow brims such as bowlers.

Suggested Hat Styles: Fedora, Stetson, Safari


Also referred to as rectangular, long faces are longer than they are wide. From top to bottom, if you look at the forehead, cheeks, and jawline, they are all approximately the same width.

Celebrities With Long Faces: Sarah Jessica Parker, Liv Tyler, Benedict Cumberbatch

Do: Opt for hats with shorter crowns such as this sleek wool felt pork pie from Scala — a tall crown will only add height and make the face look longer. Wear flared or wider brim hats that sit at the center of the forehead or just above the eyebrows to help add width and balance to the face.

Don’t: Hats with tall crowns or narrow brims; hats worn high on the head.

Suggested Hat Styles: Wide Brim, Pork Pie, Boater, Gambler


Also called egg-shaped, oval faces are similar to long faces, except with more rounded sides that are slightly narrower towards the top and bottom. Cheekbones are the widest part of the face and the jawline is curved with no sharp angles.

Celebrities With Oval Faces: Beyonce, Angelina Jolie, Sofia Vergara

Do: An oval-shaped face goes well with many different hat styles, from playful captain hats to newsboy caps that sit just above the eyebrows. To contrast the roundish, soft features of an egg-shaped face, try a medium - to wide-brim hat such as the stylish Amelia by Scala worn at the center of the forehead.

Don’t: Hats with very round crowns and narrow brims, such as bowlers, add too much roundness and can look a bit costumey.

Suggested Hat Styles: Wide Brim, Fedora, Floppy, Stetson, Homburg


The tell-tale sign of a diamond-shaped faces is a pair of high, wide cheekbones. These mark the widest part of the face with narrower proportions toward the top (forehead) and bottom of the face (chin).

Celebrities With Diamond-Shaped Faces: Jennifer Lopez, Halle Berry, Bradley Cooper

Do: Medium- to wide-brim toppers with a pinched crown such as this handsome outback hat from Scala provide an ideal counterpart to a diamond-shaped face. Hats with side bands also help create an illusion of width.

Find the Right Hat for Your Face Shape: Scala Dakota outback hat

Don’t: Hats with narrow brims only draw attention to an already slender forehead.

Suggested Hat Styles: Fedora, Newsboy, Floppy, Wide Brim, Outback


Since no face is actually square, this shape refers to a pronounced square-like jawline. Along with a noticeably square and somewhat flat chin area, this face shape also has a wide forehead and wide cheekbones that are generally the same width as the jaw.

Find the Right Hat for Your Face Shape: Square

Celebrities With Square Faces: Jennifer Aniston, Brad Pitt, Zac Efron, Keith Urban

Do: Round hats such as bowlers and softer, slouchier styles such as round crowns or this wool felt beret that offers a flattering contrast to sharp jawlines.

Don’t: Severe angles will only accentuate sharp features.

Suggested Hat Styles: Bowler, Floppy, Baseball Hat, Newsboy, Beret


With heart-shaped faces, the forehead is the widest part of the face punctuated by a pointy chin. A heart-shaped face goes well with a number of different hat styles.

Celebrities With Heart-Shaped Faces: Reese Witherspoon, Rihanna, Ryan Gosling, Ryan Reynolds

Do: A medium-sized brim such as this leather-and-suede baseball cap will complement a heart-shaped face. Hats with a prominent crown can also help balance the width of the forehead.

Don’t: Wide-brimmed hats add unwanted width to the forehead while making the chin appear even more narrow.

Suggested Hat Styles: Medium Brim, Baseball, Fedora, Boater, Cowboy, Cloche

All Shaped Up

It’s important to choose the right hat for your face shape and fits well, but even more important to find a hat that makes you feel comfortable and confident. These tips are simply a guideline for which styles might look best on you, so don’t be afraid to mix it up, break the rules, and have fun playing with color, material, and fit. Because when you feel good, it’ll show on your face.

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