Shopping for hats can be difficult in person, and even more online. Understanding how different hat styles complement specific face shapes can greatly impact whether or not a hat looks good on someone.
This guide will help you find your face shape and help you choose the perfect hat for it. We believe that finding that one perfect hat, which will last you years, is truly magical. It's soon going to turn out to be your favorite accessory to uplift an outfit.
Identifying Your Face Shape
As we mentioned, finding your face shape is the most important thing as it will help you determine what hat is the perfect fit for your face. Let’s start out with that.
Measure Your Face
To understand your face's proportions, take the following measurements:
- Forehead, find horizontal measurement at its widest point,
- Cheekbones at their widest point, below the outer corner of your eyes,
- Jawline, from your chin to where your jawline angles upward below your ear, and multiply by 2 to get your measurement for the full jawline,
- Face length in the center, from your hairline to the chin.

Determine Your Face Shape
- Round Face: Your face is likely round if all the numbers you have written are fairly similar.
- Square face: Your face has similar measurements but different angles. Round faces have soft curves, while square faces have more defined angles.
- Oval Face: If your face length is greater than the width of your cheekbones, you have an oval face.
- Oblong faces: Oblong faces are easy to spot, since the length of your face is noticeably larger than other measurements.
- Heart face: A heart-shaped face has cheekbones and a forehead that are wider than the jawline. If you have trouble deciding on your face shape, we describe each one more in detail below.
Hats for Round Faces
A round face is defined by its soft, curved lines and balanced proportions. It typically appears almost as wide as it is tall, with fuller cheeks, a rounded jawline, and a broad, curved forehead. Together, these features create a distinctly circular shape. Round face shapes look youthful, cheerful, and give off a very approachable and kind energy.
When it comes to finding the most flattering hats for round face shapes, your goal should be creating contrast with your face’s natural curves. You can achieve that the easiest by opting for a hat that has height and angles to it. You can blend in perfectly by wearing a baseball cap since the crown and curved brim of a baseball cap draw the eye upward and outward. Opting for a hat that will add height and structure can balance your look perfectly. Another great example of that is a fedora hat, which has a higher, non-rounded crown.
Some of our panama hats, with wide brims, will slim your face and add sharper angles to your soft shape. You can experiment with different placements on your head, like a tilted or flipped brim, to find the most flattering angle for you. Choose one with eye-catching details, such as decorative trims in contrasting colors made of leather. These details will draw the eye upward, balancing the roundness of your face shape.
For colder months, we recommend beanies with a bit of height to complement your round face shape! Beanies that sit low on your forehead with a slouchy and elongated crown will create an illusion of a longer face. They can also make your face appear more angular and defined. Additionally, these beanies will keep you warm and cozy. When finding a beanie, look for the ones made from soft, yet structured materials that will hold their shape without clinging too tightly to your head.
Try to avoid beanies that hug the crown of your head too snug as these will only emphasise your round face and flatten your natural and beautiful features. Options with a bit more slouch, and maybe even a ribbed texture, will add the perfect dimension, thus highlighting your soft features while balancing your face shape. As always, fashion is about playing around with colors, shapes and textures, so we encourage you to test out different looks that give your cold weather wardrobe a personal touch.
Here are some of Hat Attack’s hats that’ll perfectly complement your round face:
Panama Continental Fedora with a Ribbon Trim
This Panama Continental Fedora with a Ribbon Trim is a timeless choice that offers everything you need from a hat - elegance and structure. It has a clean, crisp brim and high crown, making your round face appear taller by adding vertical balance and flattering definition.
Hand-crafted and designed to be a versatile addition to your closet, this style will pair with everything from casual denim to tailored outerwear.
At Hat Attack we offer a variety of different fedoras in various colors and trims to complement your wardrobe. Find a shade of fedora that will complement your skin tone and hair color, while not compromising your face shape. Feeling confident in a hat is a priority when choosing one for yourself!
Marley Felt Fedora with a Leather Trim
This medium-brimmed fall fedora features a bold and wide leather trim detail and is made of 100% Wool Felt - it is truly a standout piece for cooler weather! It will keep you warm, while remaining durable (with the right care) and it will elevate your winter wardrobe looks. What makes it a great option for round faces? It is very structured, with a high crown and a trim that will make your face look more angular and balanced. You can wear it slightly slanted to create a more asymmetrical look and add sharpness to your face. Make sure to browse through our Made in USA fedoras, where craftsmanship meets modern style. These hats are designed with care, premium materials, and attention to detail making them both comfortable and flattering.

Beanies for women with a round face shape
As mentioned, look for a beanie with extra slouch and a higher crown if you have a round face shape. These will help your face look longer, be super flattering and confidence-boosting. These styles are especially cozy and warm for the colder months.
If a beanie doesn’t have a tall crown, you can push it slightly off of your forehead to the back of your head and let it slouch naturally.
Folded cuff beanies are also a great optino for your winter beanie looks. The folded cuff will add dimension and draw attention upwards, while keeping you cute and warm.

Other Ways to Balance a Round Face Shape
Wearing a hat isn’t the only way of styling and complementing your face shape. For round faces, there are a few more tips, accessories and tricks you can try to balance your soft lines and add more dimension to your face.
Hairstyles for a round face shape
With hairstyles, lengths that fall below your chin will help you achieve just that. To give dimension and asymmetry, try styling your hair with a side part. Create volume at the top of your hair to get the illusion of more verticality. For round faces, we recommend you avoid chin-length cuts and blunt bangs, which may put more emphasis on the roundness of your face.
Glasses for round face shapes
Try avoiding circular frames and instead opt for angular shapes such as cat-eye, square, or rectangular glasses. In addition to considering your face shape, explore a variety of styles that reflect your personal taste, and choose the pair that best compliments both your features and your style.
Makeup for round face shapes
If you love wearing makeup, we recommend adding a bit of contour to mimic a slight, soft shade under your cheekbones and jawline to create angles. When highlighting, focus on the center of your face to create more dimension and draw attention vertically.
Neckline and accessories
Certain necklines and accessories can help elongate a naturally round face shape. V-necks or plunging necklines are especially effective. Of course, finding what works best for you depends not only on your face shape but also on your personal style and preferences. In the winter, you can add more interest to your look with a scarf. For round face shapes, we recommend styling it so that it sits lower on the neck and drops down vertically to create visual length and vertical interest in your outfit.
Posture and confidence
With or without a hat, standing tall and carrying yourself with confidence will help you look and feel more composed and balanced—regardless of your face shape. Confidence is always the key to pulling off any look, so say those words of affirmation to yourself and step out into the world feeling good in both yourself and your style.
Hats for Oval Faces
An oval face, like a round face, has a rounded jaw. The two face shapes differ in length. The length is approximately 1.5 times the width.
This gives the face shape the appearance of an egg. Your forehead is also likely larger than your jawline. If your face looks like this, you're lucky! It's all your choice - you can wear any hat style you like.
Hats that highlight your cheekbones and highlight the proportions of your face are especially flattering. Choosing hats with distinct angles can create an interesting contrast with the smooth, rounded edges of an oval face. Try out a Rancher Hat for a fun yet trendy look, or opt for the Bucket hat style.
Raffia Bucket Hat
This Raffia bucket hat just gives off summer vibes! Paired with a sundress and a straw beach bag, you’ll be beach ready in seconds. You can also find more bucket hat styles and colors to fit your style better. Try different styles to find a look you love, as your face shape will suit many options.
Panama XL
Panama XL hat has a larger brim and SPF protection to shield you from the sun's rays.

Hats for Square Faces
A square face has nearly the same cheekbone, jawline, and forehead width. Square faces with strong features should avoid wearing angular hats as it can make them look odd and out of proportion.
Instead, opt for hats with round or curved shapes to create a contrast with the angular lines of a square face. Selecting hats with soft, rounded crowns and gently curved brims can harmonize your face shape and produce a more balanced appearance.
Hats with a round brim or crown make your face look smoother and create the illusion of being taller. Opt for a bucket hat or a cowboy hat, and for winter try on a beret! Berets look great tilted, and tilting it will break up the symmetrical pattern of your face shape. On the contrary, avoid smaller brim hats or no-brim hats, as these will emphasize your face shape.
Round Crown to Soften Your Face Angles
To round out your square face opt for a sun hat with a rounded crown. This hat will create an illusion of a less angular face as it will soften your features.
Hats for Heart-Shaped Faces
A heart-shaped face has a pointed chin, broad forehead, and broad cheekbones. If you find yourself in this description, we recommend hats that are wider at the bottom and narrower at the top. Wide brims help balance the width of the forehead by adding visual width to the lower part of the face, creating your face look more oval.
Baseball caps and fedoras are great for summer vacations. You can also find colorful fedoras for the fall season to match your outfits.
However try to avoid more flowy or floppy brims, as it can accentuate the broad upper half of your face. Look for medium and wide brim sun hats and cowboy hats.
Sun Hat
Sun hat, a pair of sunglasses and an amalfi dress. This look will create the perfect combination for your beach vacation.
Cowboy Hat
Our cowboy hats are bestsellers for a reason. Trendy, yet timeless, they’ll elevate your beachy outfits, as well as your styling when you’re out and about running errands.
Beret
Beret can be a great option for heart-shaped faces, especially when worn slightly tilted to one side. The soft, rounded shape of a beret highlights the natural shape of the face and adds a Parisian-inspired touch to your look.
Hats for Oblong Faces
An oblong face is obviously longer than it is wide. Its width in forehead, cheekbones and chin will be similar in measurement, and it often features a high forehead.
To make your face look shorter and forehead smaller, wear a hat with a low top and a wide brim. Look for hats with horizontal details, such as horizontal stripes, bands, or ribbons. These details can help break up the vertical lines of an oblong face and add width to the overall appearance.
Avoid beanies and tall crowns, since these will only elongate your face even more.
A Wide-Brimmed Sun Hat
This wide-brimmed sun hat will balance out your face with a very strong horizontal line of a brim.
Bucket Hats
Bucket hats can be a great choice for oblong faces, as they have a rounded crown and a wide, downward-sloping brim. The rounded shape of a bucket hat helps soften the angles of the face and add width to the overall appearance.
At the end of the day, it is not all about your face shape alone in choosing the right hat. It also comes with personal styling and confidence about it. Choose a hat that complements your outfits or one that elevates your overall style.
Hats can be a challenge to incorporate into your daily outfits, but once you find the perfect hat and you start getting it you’ll never want to go back. Dive into the world of hats on Hat Attack, happy shopping!