Short Intro

Finding a hat can be challenging when you have a big head or round face, particularly if the style doesn’t quite complement. After trying on an adorable one and knowing it doesn’t quite suit, don’t feel discouraged; remember every face shape looks fantastic in hats; just find styles, proportions and materials which complement it perfectly!

Listen to what many girls with big heads or round faces have to say:

@Emily: “I look the worst in baseball caps. They feel tight on my head and make my face look really square.”
@Chloe: “The hardest for me is the flat cap. Bloggers look so trendy wearing it, but I end up looking like an old man.”
@Sophia: “Probably the newsboy cap. Bloggers make it look great, but on me it makes my face look short and weird.”

In this article, we’ll show you the best hats for big heads and round faces, how to style them with confidence, and what to avoid so you can look chic all year round.

So here’s this episode’s review of 8 popular hat styles.

I bought all the trendy hats I could find online and asked an assistant with a round, easy-to-go-wrong face shape to model them.

Note: The images in this review have not been edited with Photoshop or any other tools and all are authentic and natural. However, results are for reference only.

Let’s see how these hats look on people with “imperfect face shapes”~

1. Beret

Many people choose berets as their first choice in autumn and winter.

The beret, with its artistic and retro style, as well as its gentle and elegant nature, not only adds highlights and memorability to the overall look, but is also one of the most universally flattering hat styles.

However, not all berets suit square or round faces. If not handled carefully, a beret can be a disaster.

For example, the biggest problem with this hat is that the circumference is too small for a square or round face , and it’s also made of soft, shapeless wool .

So much so that when you put it on your head, it doesn’t feel like your head is “wearing” a hat, but rather like the hat is “covering” your head, giving you a suffocating feeling of your head being stuck.

The two berets I bought this time are a good example.

First of all, they are made of relatively stiff woolen material , so they are three-dimensional and shapely without much adjustment after being worn, and the effect of increasing the height of the crown of the head is immediate.

This khaki beret has a pre-set design, eliminating the need for manual adjustment after wearing it, making it suitable for lazy girls or those who aren’t very good at wearing berets.

In contrast, the photographer and I both preferred the other royal blue one.

It’s a very standard beret style, but because it meets all the essential requirements of a good hat , it looks outstanding when worn.

For girls with large heads and faces, it is essential to choose a hat with a large enough diameter.

A large head circumference is needed to achieve a pleasing ” head-wrapping-face ” effect, making the top of the head and the back of the head appear fuller.

Many autumn and winter clothes are mainly dark-colored, so I highly recommend that you prepare more colorful berets.

With just a touch of bright color, you can easily break free from dull outfits and add vitality and highlights to your overall look.

In addition, when it comes to wearing berets, those with square or round faces can opt for wearing them slanted.

Wearing a beret at an angle creates a very smooth diagonal line, which helps soften the face shape, minimize prominent cheekbones, and reduce the appearance of a wider jawline.

Selection tips

① Choose structured wool styles first. Avoid soft, limp wool, cotton, and linen styles.

② Pick hats with a rounded crown. Try to avoid flat-top hats with a tight band around the head.

③ When wearing a hat, the brim should be about 2-3 fingers wider than your cheekbones. A hat that is wider at the top and narrower at the bottom has a slimming effect on the face.

2. Newsboy cap

As the name suggests, the newsboy cap was originally worn by newspaper vendors.

Its large and full shape makes it very stylish and it goes well with various styles of clothing, making it a popular choice for everyday wear.

Let’s start with the conclusion: The newsboy cap is one of the most flattering hat styles for round or square faces according to our review.

This hat style is somewhat like an advanced version of the beret, with a wide brim added to the beret base .

Therefore, it combines the advantages of a beret in increasing the height of the crown of the head and a wide brim in covering the face, making the head shape appear fuller and softening the angularity of the face .

The hat’s design seems tailor-made for round or square faces.

If you already have a square face, a flat-brimmed hat will only make your face look even squarer , making your whole face look like a square.

Therefore, when choosing a newsboy cap, girls with round or square faces can avoid style mistakes by opting for one with a rounded brim.

The assistant’s outfit was a bit plain on the day of the shoot, but adding a newsboy cap instantly made her look more stylish, giving her a very British retro vibe.

Selection tips

① Choose a hat with a rounded crown, and make sure it’s as large as possible to create a head-covering effect.

②The brim of the hat should be wider than the front of the face, and a slightly rounded shape will make it look more vivid and natural.

3. Flat Cap

Compared to newsboy caps, flat caps have a more prominent sense of style .

The hat’s narrow front and flat top design exudes style, making anyone who wears it look like a retro intellectual or an art student with excellent taste.

Compared to the previous newsboy cap, the flat cap doesn’t have the same effect of increasing the height of the crown of the head when viewed from the front .

I recall a colleague in our hat factory saying that she was afraid to wear a flat cap because it felt like her head was being “flattened”.

However, these two hats also have some good features: the fabric is thicker, the shape is more structured, and they ” support ” the head rather than covering it when worn.

Like newsboy caps, the flat cap also features a wide brim that shields the face, with the brim extending beyond the widest part of the face.

Seen from the side or back, the effect is immediately noticeable—a snug, enveloping feel that can effectively flatter both round and square face shapes.

In terms of styling, the flat cap, when paired with some artistic or retro-style clothing, can have a finishing touch effect.

Simply pair it with a leather jacket and you’ll look like a cool and stylish modern woman, giving the impression that you have a keen eye for fashion and your own unique style.

Overall, the flat cap doesn’t look very good, but it makes up for it in terms of side view and versatility. Ladies, it’s up to you to decide!

4. Slouchy Beanie

The Slouchy Beanie is a brimless , close-fitting cap. As the name suggests, it creates a natural stacked effect when worn.

This hat style is simple yet highly individualistic , injecting a cool and laid-back vibe into the overall look, making it a must-have item for many cool girls.

To sum it up first, women with square or round faces should definitely avoid this type of hat!

On others, it might look like something a trendy person would wear while drinking coffee in the street, but on someone with a square or round face, it can only be described as a disaster .

Either it’s plastered to the forehead, making one look “not very smart,” or it looks like there’s a cloth wrapped around the head, making one look listless .

This type of hat is the complete opposite of the excellent hat styles mentioned above, offering absolutely no flattery or modification to face or head shape .

The similarity is that they can all have the opposite effect of flattening the top of the head and drawing all the visual focus to the face , thus exposing the flaws of a square or round face.

It must be said that the shape and material of this hat itself make it very selective in terms of who can wear it.

Adjusting how you wear it can only barely improve the appearance. In general, it won’t look good no matter how you wear it if your face or head shape isn’t ideal .

I don’t want to say any more; please avoid this at your own risk.

5. Knit Beanie

Beanies have an inherent autumn/winter vibe and are a great addition to any everyday outfit, especially when paired with a thick coat or sweater.

Warm and stylish knitted hats are also a favorite among female celebrities.

The shape of the beanie is similar to the one above, but the knit beanie is more suitable for square or round faces .

The reason is that this kind of knitted hat is made of thick and elastic material , which is very accommodating to various face shapes and does not make the face look tight or cramped.

Because of its large size, it provides a large reference point above the head, so it’s no wonder that it makes your face appear smaller with a single click .

Moreover, both of these are pointed designs, which naturally have a greater effect of extending upwards and increasing the height of the crown compared to a dome.

In addition, the biggest difference between the two hats is the fineness of the knitting.

It can be seen that the chunky knit version has a more “head-wrapping-face” effect than the medium-fine knit version. ▼

Pairing it with a casual hoodie creates the perfect look for a youthful and energetic girl!

Selection tips

① The cap opening should have a certain thickness and elasticity.

② Opt for a chunky knit with good stretch, and avoid tightly woven styles that are too tight around the neck.

③ The top of the hat should have some extra room; not too deep, but not too shallow either.

6. Bucket hat

The bucket hat has a three-dimensional shape that creates the illusion of a high crown, while the brim is low enough to cover the cheekbones, which can visually modify the face shape.

Rabbit fur bucket hats have become quite popular in recent autumn and winter seasons. The fluffy material makes them less cold and aloof, giving them a more gentle and sweet look.

The bucket hat is also a type of hat that looks great on women with round or square faces, according to this review .

The most significant advantage of this type of hat is its depth , which gradually widens from top to bottom, effectively concealing a large forehead and high cheekbones.

The slightly flared design can also create the illusion of a small head and face with room to spare when wearing a hat.

The two bucket hats I bought are made of casual lambskin and softer rabbit fur.

The materials have varying degrees of stiffness, but overall the results are quite good . ▼

Bucket hats have a relatively fixed shape, so girls with square or round faces can avoid making mistakes by choosing hats made of stiffer materials and avoiding overly soft styles.

7. Baseball cap

For many students, a baseball cap is a quick and easy way to get out the door without washing their hair.

However, it’s also one of the most beloved items among fashionistas. Whether it’s the relaxed Korean style or the trendy athflow look of recent years , baseball caps are indispensable.

Baseball caps were the most universally flattering hats we found during the trial period .

It can be freely adjusted according to one’s head circumference, greatly reducing the risk of having to return or exchange a hat that is too big or too small.

But actually, for people with round or square faces, it’s still necessary to put some thought into choosing a baseball cap .

First, look at the crown of the hat. People with large heads and faces should avoid hats with crowns that are too thin or too soft. They should also avoid hats that are too stiff, as these will accentuate the angularity of the face.

Secondly, the depth of the hat is important; a shallow hat will make the crown of the head appear low. From the front, it won’t cover a wide forehead, making the face look even longer.

Finally, even baseball caps that look very similar in design can have vastly different effects when worn, ranging from 80 to 90 points.

The difference is evident in the two I bought this time.

Assuming the hats are deep enough and have a certain degree of structure, observant ladies may have already noticed that the key difference lies in the width of the brim.

A hat brim wider than the widest part of the face creates a “head-wrapping-face” effect, VS a hat brim the same width as the face, resulting in a square and rigid look.

Baseball caps, with their versatile and easy-to-match nature, are even less picky about what to wear in everyday life.

Cool, sporty, and casual items are its perfect match. You can also mix and match baseball caps with more formal items such as suits and coats to rock the currently popular athflow style.

Selection tips

① The fabric should be of medium softness or firmness. A slightly stiffer soft top is suitable for most people.

② The hat should be deep enough, otherwise it will make the top of the head look low.

③ The width of the hat brim should be greater than or equal to the width of the face from the front. Choose a hat with a wide brim, not a flat brim.

8. Thousand Gold Hat – Cloche Hat

The last one is the “princely hat” that has dominated social media since the beginning of winter this year .

The “Thousand Gold Hat” is actually a small cloche hat that everyone is familiar with. “Thousand Gold” is used to describe its inherent sense of nobility , and wearing it can instantly give you the aura of a beautiful, overseas-educated young lady or an elegant, wealthy heiress.

I picked two of the most popular styles of this hat to test.

The first design is very simple, with a small bow as an embellishment, elegant yet lively.

The design is very sturdy, and it is not easy to deform even if it is accidentally pressed during the shoot.

In addition, the wide brim of this hat, as always, can flatter the face shape, making it a comfortable option for those with square or round faces . (Square-faced girls, take note!)

This one is more stylish, with a leather trim around it, giving it a sweet yet cool vibe.

However, compared to the previous one, the effect wasn’t as good. The material wasn’t stiff enough , which could make the crown of the head appear lower.

Overall, girls with round or square faces can confidently try this trendy hat.

The downside is that it’s a litthle limited in terms of styling; it looks out of place when paired with casual or work clothes.

It is more suitable for sisters whose wardrobe style is mainly based on the noble, elegant, intellectual and feminine.

Final Thought

Some say that hats, like feelings, cannot be forced.

My understanding is that there are no people who are unsuitable for wearing hats, they just haven’t found the right hat for themselves yet.

In this respect, just like with pants, the best approach is to buy and try on as many as possible .

Alright, that concludes today’s hat reviews!