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Coordinating Hat Looks With Outfits: Here's How It's Done

A hat is a great way to add style and personality to your outfit. Alongside being stylish, hats are also practical accessories to keep you comfortable during weather changes. But what should you wear with a hat?


There are so many options and different hat styles that go with different outfits. For instance, an elegant evening outfit might pair well with a hat that features a wide brim, like the fedora, while jeans and cowboy boots would do just fine with a simple straw cowboy hat


If you're wondering what to wear with a hat, here's how to coordinate your outfits: 

Fedora Hat

A fedora hat pairs well with a business suit or blazer and can also be worn during the daytime. It is typically more appropriate for formal occasions than other hats would be, such as weddings and funerals. While enjoying formal or casual occasions, always ensure that the brim of your hat is not blocking the view of your face.


The hat looks best with a short brim, and traditionally it’s made with felt, making it perfect for cold weather. It’s also great for both men and women!

Newsboy Cap

Newsboy hats are best worn with a casual outfit. They’re perfect for fall and winter, as they’re made from wool or cotton to add warmth while still looking stylish — but there are also lighter styles designed for summer styles! Newsboy hats look best in black leather and can seamlessly complement any outfit.


Wondering what else to wear with a newsboy hat? Pair it with a suit jacket or dress slacks for a more formal look, or just a rolled-up button-up to make it more casual.

Bowler Hat

Bowler hats look great with a dressy outfit,  but they can also add some style to your everyday attire. The hat is traditionally made from felt and has an upturned brim that often covers the eyes for added sun protection. Pair this hat with a dressy outfit for a fashionable look or with shorts and a t-shirt if you're looking to wear something casual.

Pork Pie Hat

The Pork Pie is typically made from felt, straw, or wool felt, and features an upturned brim that often covers the eyes for added sun protection. This hat looks best when paired with a dressy outfit for the evening, but it can also be worn casually on the weekend if you pair it with jeans and some sneakers or sandals.


With a design based on a British delicacy with the same name, it embodies boldness. If you love rocking an iconic style that turns heads, then this hat might just be the one for you.

Baseball Cap

The baseball cap is perfect for those who prefer a casual style. These hats come in many different colors and styles, but are most often worn with everyday clothing. The great thing about these hats is that they're lightweight, too, so you'll barely feel it on a hot day!


Want to know which outfit looks best for this hat look? Wear it with a tee and shorts for an outfit tailored for the summer, or match it with any of your sporty outfits when heading to the gym or for a run.

Bucket Hat

The bucket hat is an iconic hat that looks cool with just about anything, but is most often worn with casual wear such as shorts and a tee. Bucket hats can be worn by both men and women alike in summer wear and streetwear vibes.


This hat look is one that prioritizes individuality. Coming in many different colors, patterns, materials, and designs, there's one for everyone.

Trilby Hat

What to wear with a hat like this depends on what the hat is being worn for. The trilby hat look is often worn with business attire and is a great choice if you work in an office or are going to a job interview. If you're going to a formal event, wear matching dressy items such as an evening suit. If it's just a day at the office, then business casual clothing would work fine. The trilby matches well when paired with evening wear such as cocktail dresses, tuxedos, and suits.

Boater Hat

Boater hats are traditionally worn while boating and enjoying time near the ocean. The hat is a great way to accessorize your outfit with color, texture, and shape, but it can also be made of straw or felt for warm weather days if you don't want to wear something heavy. It’s a great accessory that's perfect for formal events such as weddings. The lightweight material can be folded easily and stored in your pocket or handbag until you're ready to wear it.



woman wearing a beret for a classy hat lookwoman wearing a beret for a classy hat look

Berets are also a great accessory to express your personal style, and they are very trendy. If you're wondering what to wear with a hat like this, don’t worry — berets make it easy.


The hat's triangle look can be styled with your hair down, up, in waves, pinned back into a bun — the possibilities are endless. Pair it with a sundress or a pair of white jeans for a picture-perfect summertime look. Berets are also perfect for sporty types who enjoy playing tennis, golfing, or hiking in warm weather. Just pair it with the clothing you need for your sport of choice so that your outfit will work out as much as you do!

Get the Right Hat for Your Style

There are more types of hat looks like beanie hats, gamblers, ivy/flat hats, Panama hats, and cowboy hats. Whichever you choose, make sure it matches your outfit to avoid looking like you're wearing a hat from the wrong decade. That’s where comes in.


At, we have a wide selection of hats for any occasion. No matter your style, we've got you covered with our huge inventory to match your personality and fashion needs. Don’t want to make a payment all at once? That’s fine — just choose Sezzle as your payment option so you can pay at a time that works for you!

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