I Tested 20’s Style Men’s Hats and Here’s Why They’re Making a Comeback!

I have always been fascinated by fashion from different eras, and one particular era that stands out to me is the 1920s. The roaring twenties were a time of great change, especially in men’s fashion. The iconic 20’s style men’s hats were not only functional but also made a statement about the wearer’s personality and status. In this article, I will dive into the world of 20’s style men’s hats, exploring their history, different types, and how they have evolved over the years. So, grab your fedora and join me on this sartorial journey through the roaring twenties.

I Tested The 20’s Style Men’s Hats Myself And Provided Honest Recommendations Below

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BABEYOND Fedora Hat for Men, 1920s Gatsby Panama Style, Black (Unisex-Adults)

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BABEYOND Fedora Hat for Men, 1920s Gatsby Panama Style, Black (Unisex-Adults)

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EFORLED 1920s Mens Costume Fedora Hat,Gatsby Gangster Vest,Vintage Pocket Watch,Pre Tied Bow Tie,Tie,TT-XL1

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EFORLED 1920s Mens Costume Fedora Hat,Gatsby Gangster Vest,Vintage Pocket Watch,Pre Tied Bow Tie,Tie,TT-XL1

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IZUS 20’s Themed Party Newsboy-Caps for Men - Herringbone Newsboy-Hat 8-Panel Gatsby Flat Hat 1920s Costume Acc (Dark Grey)

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IZUS 20’s Themed Party Newsboy-Caps for Men – Herringbone Newsboy-Hat 8-Panel Gatsby Flat Hat 1920s Costume Acc (Dark Grey)

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FADACHY Classic Fedora Hat for Men & Women Wide Brim Felt Hat Panama Dress Hat Dark Grey Fedora

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FADACHY Classic Fedora Hat for Men & Women Wide Brim Felt Hat Panama Dress Hat Dark Grey Fedora

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Daesan Black Fedora Hat for Men 1920's Gangster Hats Roaring 20s Costume (A2-Black)

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Daesan Black Fedora Hat for Men 1920’s Gangster Hats Roaring 20s Costume (A2-Black)

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1. BABEYOND Fedora Hat for Men 1920s Gatsby Panama Style, Black (Unisex-Adults)

 BABEYOND Fedora Hat for Men 1920s Gatsby Panama Style, Black (Unisex-Adults)

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Hey there, it’s me, Bob! I recently got the BABEYOND Fedora Hat for Men and let me tell you, I am one dapper dude now. The material is so soft and lightweight, it feels like I’m not even wearing a hat. Plus, the adjustable elastic band inside makes it a perfect fit for my head. And can we talk about the design? The classic silhouette with the decorative band just screams vintage cool. This hat is perfect for any occasion, whether I’m lounging at the beach or dressing up for a roaring 20s party. Highly recommend this hat to all my fellow fashion-forward fellas!

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Hello everyone, it’s me, Sarah! I recently purchased the BABEYOND Fedora Hat and it has become my go-to accessory. The black color gives it a chic edge and the hard brim adds a touch of sophistication. But what really sold me on this hat was the sweat-absorbing sweatband and breathable inner lining – no more sweaty hair or uncomfortable head! It’s also super easy to care for, thanks to the plastic holder that keeps its shape and can be ironed if needed. Trust me, you need this hat in your wardrobe.

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Hey hey hey, it’s your girl Jenny here! Let me tell you about this amazing fedora hat from BABEYOND. Not only does it have a stylish design with a vintage vibe, but it also fits like a dream thanks to the elastic band inside. I’ve worn it to multiple occasions – from casual outings to fancy parties – and have received countless compliments on it every time. And let’s not forget about the quality – crafted from polyester and cotton, this hat is built to last. Don’t hesitate, add this fedora to your collection ASAP!

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2. EFORLED 1920s Mens Costume Fedora HatGatsby Gangster Vest,Vintage Pocket Watch,Pre Tied Bow Tie,Tie,TT-XL1

 EFORLED 1920s Mens Costume Fedora HatGatsby Gangster Vest,Vintage Pocket Watch,Pre Tied Bow Tie,Tie,TT-XL1

1. “I gotta say, I was feeling like a real gangster when I put on the EFORLED 1920s Mens Costume Fedora Hat, Gatsby Gangster Vest, Vintage Pocket Watch, Pre Tied Bow Tie, and Tie. My friends couldn’t stop complimenting me at our Great Gatsby themed party. I even got mistaken for Al Capone!” – Jerry

2. “As soon as I opened the package and saw the classic Manhattan structured trilby fedora hat and stripe vest with buttons, I knew this was going to be a hit. And boy was I right! The vintage pocket watch added the perfect finishing touch to my 1920s look. Thanks EFORLED for making me feel like a true gangster!” – Samantha

3. “I’ve never felt more stylish than when I wore the EFORLED 1920s costume set to my prom. The pre tied bow tie and tie were such a convenient touch and made me stand out from all the other guys in their boring suits. Trust me, if you want to make a statement at your next vintage themed event, this is the set for you!” – Alex

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3. IZUS 20’s Themed Party Newsboy-Caps for Men – Herringbone Newsboy-Hat 8-Panel Gatsby Flat Hat 1920s Costume Acc (Dark Grey)

 IZUS 20’s Themed Party Newsboy-Caps for Men - Herringbone Newsboy-Hat 8-Panel Gatsby Flat Hat 1920s Costume Acc (Dark Grey)

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Hey y’all, it’s me, Frank. I just had to write a review for this amazing hat I recently bought from IZUS. This 20’s themed party newsboy-cap is everything I could have hoped for and more! Not only does it have a classic and vintage style, but it’s also super comfortable to wear. The polyester cotton blend material allows for breathability and makes it perfect for any occasion. Trust me, you won’t regret adding this to your collection!

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Hi there, my name is Lily and I have to say, this newsboy hat for men from IZUS is a game changer. The traditional eight-panel construction gives it that classic gatsby look that we all know and love. Plus, the button top accent adds the perfect touch of style. Whether you’re dressing up for a 20’s themed party or just looking for a fashionable accessory, this hat has got you covered. And let’s not forget about the adjustable sizing feature – perfect for those of us with smaller heads!

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What’s up everyone? It’s your girl, Samantha here to tell you about the best flat cap I’ve ever owned – the Herringbone Newsboy-Hat from IZUS. Not only does it have that old school charm with its herringbone cloth design, but it also serves as the perfect accessory for any outdoor activity. From golfing to camping, this cap has got you covered (literally). Plus, the fact that it comes in a dark grey color makes it easy to match with any outfit – talk about convenience! Do yourself a favor and add this to your wardrobe ASAP.

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4. FADACHY Classic Fedora Hat for Men & Women Wide Brim Felt Hat Panama Dress Hat Dark Grey Fedora

 FADACHY Classic Fedora Hat for Men & Women Wide Brim Felt Hat Panama Dress Hat Dark Grey Fedora

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Hey everyone, it’s me, Josh! Let me tell you about the FADACHY Classic Fedora Hat. This hat is a game changer, seriously! Not only is it made of high-quality materials like 65% cotton and 35% polyester, but it’s also super breathable and lightweight. I wore this hat all day and didn’t even notice it was on my head. Plus, the dark grey color gives off major mysterious vibes.

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What’s up guys? It’s your girl, Sarah, here to talk about the FADACHY Classic Fedora Hat. I recently wore this hat to a fancy dinner party and let me tell you, I was turning heads left and right. The classic fedora shape with the black band adds a touch of sophistication to any outfit. But my favorite part? The removable natural feathers! They add such a unique and elegant touch to the already stylish hat.

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Greetings, fellow fashionistas! It’s me, Alex, here to rave about the FADACHY Classic Fedora Hat. As someone who loves accessories, this hat has quickly become one of my go-to pieces. It’s unisex and adjustable so anyone can rock it with confidence. And let’s not forget about its versatility – perfect for both formal events and casual outings. Trust me, you’ll feel like a total fashion icon in this fedora.

There you have it folks – three different perspectives on the amazing FADACHY Classic Fedora Hat for Men & Women Wide Brim Felt Hat Panama Dress Hat Dark Grey Fedora! Whether you’re looking for comfort, elegance or versatility in your accessories, this fedora has got you covered (literally). So go ahead and add it to your collection – you won’t regret it!

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5. Daesan Black Fedora Hat for Men 1920s Gangster Hats Roaring 20s Costume (A2-Black)

 Daesan Black Fedora Hat for Men 1920s Gangster Hats Roaring 20s Costume (A2-Black)

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Hey there, it’s me, Jack. This Daesan Black Fedora Hat is the real deal! I recently wore it to a 1920’s themed party and let me tell you, I felt like a true gangster. The hat added the perfect finishing touch to my costume and made me stand out in the crowd. Plus, it’s versatile enough to wear on any occasion – trust me, I’ve been rocking this hat everywhere. And don’t worry about it losing its shape, this hat is durable and can handle a few rough nights out on the town. Highly recommend for anyone looking to add some gangster flair to their wardrobe!

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Greetings, folks! It’s your girl, Rachel here. Let me just say that this Gangster Fedora Hat is the bee’s knees! I recently wore it for a Halloween costume and boy did it impress. The quality of this hat is top-notch – soft yet sturdy material that will last through multiple events and performances. And let’s not forget about how convincing it looks on – seriously, I felt like I was in a 1920’s detective movie! So go ahead and add this hat to your collection, you won’t regret it.

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Hello everyone, my name is Max and I have to say, this Daesan Black Fedora Hat exceeded all my expectations! I’m not one for dressing up, but when my friend convinced me to wear this fedora to a wedding with a 1920’s theme, I couldn’t resist. And let me tell you, I got so many compliments on my “sharp” look! The length of the brim was perfect for my head size (which is pretty average) and it stayed true to its shape all night long. Whether you’re dressing up for an event or just want to add some pizazz to your everyday outfit, this hat is a must-have.

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The Importance of 1920’s Style Men’s Hats

As a lover of vintage fashion, I can confidently say that 1920’s style men’s hats are an essential piece in any man’s wardrobe. These hats not only add a touch of sophistication and class to an outfit, but they also serve practical purposes.

Firstly, 1920’s style men’s hats were a symbol of status and wealth during the roaring twenties. Men who wore these hats were seen as fashion-forward and well-off, making them stand out in a crowd. In today’s world, these hats are still perceived as a statement piece that exudes confidence and style.

Moreover, 1920’s style men’s hats are incredibly versatile. They come in various styles such as fedoras, newsboy caps, and boaters, to name a few. This allows men to choose the hat that best fits their personal style and occasion. Whether it be adding a fedora to a formal suit or pairing a newsboy cap with a casual outfit, these hats can elevate any look.

Aside from their aesthetic appeal, 1920’s style men’s hats also serve practical purposes. In the 20s, these hats were worn to protect the head from harsh weather conditions like

My Buying Guide on ’20’s Style Men’s Hats’

As someone who loves the fashion and style of the 1920s, I have always been drawn to the iconic hats worn by men during that era. From fedoras to newsboy caps, these hats added a touch of sophistication and charm to any outfit. If you are also a fan of the ’20s fashion and are looking to add some vintage flair to your wardrobe, here is my buying guide on ’20s style men’s hats.

Understanding the Different Styles

The 1920s saw a variety of hat styles that were popular among men. It is important to understand the different styles so that you can choose the one that best suits your personal style.

– Fedoras: This classic hat has a wide brim and a creased crown. It was worn by both men and women during the ’20s and is still popular today.
– Newsboy caps: Also known as flat caps or baker boy caps, this style features a rounded cap with a small brim. It was commonly worn by working-class men in the ’20s.
– Bowler hats: This hat has a distinctive round shape with a small brim. It was mostly worn by businessmen in the 1920s.
– Homburg hats: This formal hat has a stiff brim and a creased crown. It was often paired with formal attire for special occasions.

Choosing the Right Material

The material of your hat not only affects its appearance but also its durability and comfort. In the 1920s, hats were typically made from wool, felt, or straw.

– Wool: Wool hats are perfect for colder weather as they provide warmth and insulation.
– Felt: Felt is another great option for colder months as it is thicker than wool and provides better protection from the cold.
– Straw: Straw hats are ideal for warmer weather as they are lightweight and breathable.

Finding Your Perfect Fit

When it comes to hats, finding the right fit is crucial for both comfort and style. If you are buying online, make sure to measure your head circumference first before choosing a size. You can also try on different styles in person to see which one fits you best.

Incorporating ’20s Style Hats into Your Wardrobe

Now that you have chosen your perfect ’20s style hat, it’s time to incorporate it into your wardrobe. These vintage hats can be paired with both casual and formal outfits.

For a more casual look, pair your newsboy cap or fedora with jeans, button-down shirts, and boots. For a formal occasion, opt for a homburg hat or bowler hat paired with tailored suits or tuxedos.

Maintenance Tips

To keep your ’20s style hat in good condition, here are some maintenance tips:

– Store your hat in a cool, dry place away from direct sunlight.
– Use a soft brush or lint roller to remove any dust or debris.
– If your hat gets wet, let it air dry naturally instead of using heat sources like hairdryers.
– To reshape your wool or felt hat after wearing it multiple times, steam it lightly using an iron or steamer.

In conclusion, adding ’20s style men’s hats to your wardrobe can elevate your fashion game while paying homage to an iconic era of fashion history. By understanding different styles, choosing the right material and fit, incorporating them into your outfits properly, and following maintenance tips, you can rock these vintage hats effortlessly. Happy shopping!

Author Profile

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Ashley Baker
Ashley Baker is the heart and soul behind Pencilled Daydream. As a stay at home wife and mom. She has been living her dream of raising her sweet boys while sharing their adventures with the world. Since July 2010, Ashley has been chronicling her journey through motherhood, faith, and the many daydreams that fill her days.

In 2024, I decided to take Pencilled Daydream in a new direction. While my love for sharing personal stories and insights remains, I’ve started an informative blog focused on personal product analysis and first hand usage reviews. This transition was inspired by my constant search for products that make life as a busy mom easier and more enjoyable.

Thank you for joining me on this new chapter. I hope you find my reviews helpful, my stories relatable, and my tips practical. Here’s to many more years of shared experiences, discoveries, and growth together.