How to Pick the Right Hat Based on Your Face Shape

How to Pick the Right Hat Based on Your Face Shape


Hats have been a staple accessory for centuries, serving not only as functional pieces to protect from the elements but also as stylish additions that complete an outfit. From classic fedoras to casual baseball caps, hats come in various shapes and sizes. However, choosing the right hat is not solely about fashion preference, it's also about finding one that complements your face shape. Understanding how different hats interact with your facial features can enhance your appearance and give you a more balanced look. This guide will walk you through the essentials of selecting the perfect hat based on your face shape.

Why Face Shape Matters

Your face shape plays a crucial role in determining which hats will look best on you. Each face shape has distinct characteristics, and certain hat styles can either enhance or detract from these features. A hat that suits your face shape can create a harmonious balance, drawing attention to your best features while downplaying others. On the other hand, a poorly chosen hat can accentuate less desirable aspects and disrupt the natural symmetry of your face.

Considering your face shape when selecting a hat ensures that the accessory complements your overall appearance. This thoughtful approach not only boosts your confidence but also showcases a refined sense of style. Now, let's delve into how to pick the perfect hat based on your unique face shape.

How to Pick the Perfect Hat Based on Your Face Shape

Oval Face Shape

Characteristics: An oval face shape is slightly longer than it is wide, with a gently rounded hairline and jawline. The balanced proportions of an oval face allow it to wear almost any hat style with ease. This versatility makes it easier to experiment with different looks and trends.

Hat Recommendations:

  1. Beanies: Snug and versatile, beanies are an excellent choice for casual settings. They fit comfortably around the head without adding too much bulk, making them ideal for colder weather. You can wear them slouched or fitted, depending on your style preference.
  2. Baseball Caps: These hats add a sporty touch without overwhelming the face. Look for caps with a curved brim and adjustable back for a comfortable fit. They are perfect for everyday wear and can be easily paired with casual outfits.


  • Experiment with Various Brim Widths and Crown Heights: Your versatile face shape can handle different styles, so don't hesitate to try wide brims, narrow brims, tall crowns, or short crowns to see what suits you best.
  • Avoid Hats that are Too Wide: While experimenting is encouraged, steer clear of hats with excessively wide brims, as they may elongate your face unnecessarily.

Round Face Shape

Characteristics: A round face has full cheeks, a rounded jawline, and is approximately equal in length and width. The goal is to add angles and height to create the illusion of a longer, more defined face.

Hat Recommendations:

  1. Wide-Brimmed Hats: Balance out the roundness by drawing attention away from the cheeks. Look for hats with a wide, floppy brim that provides a flattering frame for the face.
  2. Angular Caps: Caps with a structured and angled design can add definition. Military-style caps or those with a peaked front can introduce sharper lines to contrast the roundness.


  • Look for Hats with Height: Hats with height, such as those with a high crown, can elongate your face. Avoid short-crowned hats that can emphasize the roundness.
  • Steer Clear of Round Hats: Round hats or those that sit low on the forehead can accentuate roundness. Choose styles that add length and angles to your face.

Square Face Shape

Characteristics: A square face has a strong jawline, a broad forehead, and equal width and length. The key is to soften the angular features and add a touch of roundness to balance the face shape.

Hat Recommendations:

  1. Wide-Brimmed Floppy Hats: These hats soften the angular features and add a feminine touch. The wide, soft brim creates gentle curves that contrast with the strong lines of a square face.
  2. Curved Baseball Caps: These caps add softness and contrast to the angles of the face. Look for caps with a slightly curved brim to introduce rounded elements.


  • Opt for Hats with Rounded Edges: Avoid overly structured or boxy styles that can exaggerate the angles of your face. Softer fabrics and flexible brims are ideal for adding a gentle contrast to your features.
  • Choose Softer Materials: Hats made from soft, flexible materials can help soften the strong lines of a square face.

Heart Face Shape

Characteristics: A heart-shaped face features a wide forehead, high cheekbones, and a narrow chin. The goal is to balance the width of the forehead with the narrowness of the chin.

Hat Recommendations:

  1. Cloche Hats: These hats sit lower on the forehead and accentuate the cheekbones. The close-fitting style frames the face beautifully and adds a touch of vintage elegance.
  2. Bucket Hats: These hats offer balance by adding width around the jawline. Look for bucket hats with a moderate brim that does not overwhelm the face.


  • Choose Hats with Moderate Crowns: Avoid hats that are too wide at the crown to prevent accentuating the forehead. Opt for hats that add width at the jawline instead.
  • Avoid Tall Crowns: Tall crowns can make the forehead appear larger, so choose hats with moderate crown heights to balance the facial proportions.

Oblong Face Shape

Characteristics: An oblong face is longer than it is wide, with a straight cheek line. The aim is to add width and reduce the length to create a more balanced appearance.

Hat Recommendations:

  1. Wide-Brimmed Hats: These hats help shorten the appearance of the face by adding width. Look for hats with a broad, horizontal brim that draws attention outward.
  2. Newsboy Caps: These caps add volume and width around the head, balancing the face length. The rounded, full shape of newsboy caps provides a flattering frame for an oblong face.
  3. Beanies: Beanies worn slightly back on the head can avoid elongating the face. Choose beanies with a looser fit to add volume around the forehead and temples.


  • Opt for Shorter Crowns and Wider Brims: Hats with shorter crowns and wider brims are ideal for balancing the length of your face. Avoid tall crowns that can further elongate your face.
  • Choose Styles that Add Width: Look for hats that add width to the face, such as those with horizontal elements or embellishments.

Diamond Face Shape

Characteristics: A diamond face shape has a narrow forehead and jawline with broad cheekbones. The goal is to balance the width of the cheekbones with the narrower forehead and jawline.

Hat Recommendations:

  1. Berets: Soft and stylish, berets sit well on a diamond face. They add a chic, Parisian flair and draw attention to the eyes and cheekbones.
  2. Bucket Hats: These hats add width around the jawline and forehead, balancing the overall look. Choose bucket hats with a moderate brim that frames the face without overwhelming it.


  • Choose Hats that Balance Width: Look for hats that balance the width of the cheekbones with the narrower forehead and jaw. Avoid hats with overly wide brims that can make the forehead and chin appear narrower.
  • Opt for Soft, Rounded Styles: Hats with soft, rounded shapes can complement the angles of a diamond face and create a harmonious look.

FAQs (Frequently Asked Questions)

Q1: Can I wear any hat style if I have an oval face shape?

Yes, an oval face shape is the most versatile and can pull off almost any hat style. However, it's still important to consider the balance and proportion of the hat in relation to your body and outfit. Experimenting with different textures and embellishments can also enhance your look.

Q2: What hat style should I avoid if I have a round face?

Avoid round hats and those with low crowns, as they can accentuate the roundness of your face. Instead, opt for styles that add height and angles, such as fedoras with a medium to high crown or angular caps. These create vertical lines and introduce angles that contrast with roundness.

Q3: Are there specific materials I should look for based on my face shape?

While materials aren't as crucial as the hat's shape and structure, they can influence the overall look. Softer materials like wool or knit fabrics add a gentler look, while structured materials like straw or leather add definition. Choose materials that complement the desired effect.

Q4: How do I measure my head for a hat?

Use a flexible measuring tape to wrap around your head, just above your ears and eyebrows. Ensure it's snug but not tight. This measurement will help you find the correct hat size. Many hat retailers provide size charts to match these measurements, ensuring a comfortable fit.

Q5: Can I wear a hat if I have a very small or very large head?

Absolutely! Many hat styles come in various sizes, and some are adjustable. Look for hats with adjustable straps, elastic bands, or customizable sizing options to ensure a comfortable and flattering fit. Some brands specialize in hats for larger or smaller heads.

Q6: What are some versatile hat styles suitable for most face shapes?

Beanies and baseball caps are generally versatile and can complement various face shapes with slight adjustments to brim width and crown height. These styles can be dressed up or down and are ideal for different outfits and occasions, making them reliable wardrobe staples.


Choosing the right hat based on your face shape can significantly enhance your overall look and boost your confidence. By understanding the unique characteristics of your face shape and how different hat styles interact with these features, you can select hats that flatter and complement your appearance. Whether you have an oval, round, square, heart, oblong, or diamond face shape, there's a perfect hat out there waiting to elevate your style. So next time you're shopping for a hat, consider these guidelines to find a piece that not only fits well but also highlights your best features.

If you are looking for your new adventure companion, check out Outer Wings and our handcrafted hat collection. Can't find something you like? Customize your hat to match your style perfectly.

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