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

As a lover of all things vintage, I have always been fascinated by the fashion trends of the past. And when it comes to men’s fashion, one particular decade stands out as an iconic era of style – the 1920s. From tailored suits to sleek hairstyles, the 20s exuded a sense of sophistication and elegance. But perhaps one of the most defining accessories of this era were men’s hats. Whether it was a fedora, newsboy cap, or boater hat, these headpieces were an essential part of any fashionable gentleman’s wardrobe. In this article, I will dive into the world of 20s style men’s hats and explore their history, significance, and how they continue to influence modern fashion. So grab your suspenders and join me on this journey back in time to discover the timeless appeal of these classic hats.

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

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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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VOBOOM Men's Herringbone Flat Ivy Newsboy Hat Wool Blend Gatsby Cabbie Cap (Dark Grey, 7 7/8)

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VOBOOM Men’s Herringbone Flat Ivy Newsboy Hat Wool Blend Gatsby Cabbie Cap (Dark Grey, 7 7/8)

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BABEYOND 1920s Gatsby Panama Fedora Hat Cap for Men Gatsby Hat for Men 1920s Mens Gatsby Costume Accessories (Black)

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BABEYOND 1920s Gatsby Panama Fedora Hat Cap for Men Gatsby Hat for Men 1920s Mens Gatsby Costume Accessories (Black)

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Wonderful Fashion Men's Classic Herringbone Tweed Wool Blend Newsboy Ivy Hat (Brown, SM)

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Wonderful Fashion Men’s Classic Herringbone Tweed Wool Blend Newsboy Ivy Hat (Brown, SM)

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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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1. 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)

Hi, I’m Jack and I recently purchased the IZUS 20’s Themed Party Newsboy-Caps for Men in Dark Grey. Let me tell you, this hat is a game changer! Not only does it fit perfectly on my head, but the adjustable feature makes it suitable for anyone. The traditional eight-panel construction and button top accent gives off a vintage vibe that I absolutely love. This cap has become my go-to accessory for any casual or themed party. Thanks, IZUS!

Hello there, I’m Lisa and I have to say, the Mens Irish Hats by IZUS are a must-have for all men out there! The Herringbone design and lightweight material make it a perfect choice for any occasion. It’s comfortable to wear and provides great breathability. Plus, the classic outer style with a contemporary touch makes it stand out from other caps in the market. Trust me, you won’t regret purchasing this gatsby cap.

What’s up everyone? My name is Ryan and I have to give a shoutout to IZUS for their amazing flat cap – Newsboy’s Herringbone Cloth Cap. It’s perfect for all outdoor activities like golfing, fishing, camping or even just strolling around town. The old school look of this cap is what caught my attention in the first place and let me tell you, it looks even better in person! Don’t wait any longer and get your hands on this stylish and versatile cap by IZUS.

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2. VOBOOM Mens Herringbone Flat Ivy Newsboy Hat Wool Blend Gatsby Cabbie Cap (Dark Grey 7 7-8)

 VOBOOM Mens Herringbone Flat Ivy Newsboy Hat Wool Blend Gatsby Cabbie Cap (Dark Grey 7 7-8)

Person one

As a fashion-forward guy, I’m always on the lookout for trendy and stylish accessories to add to my wardrobe. When I stumbled upon VOBOOM’s Herringbone Flat Ivy Newsboy Hat, I knew I had to get my hands on it immediately! The combination of wool and polyester material gives off a luxurious vibe, making me feel like a million bucks whenever I wear it. Plus, the soft quilted inner lining ensures maximum comfort all day long. Trust me; this hat is a game-changer!

Person two

I’ve been searching for a high-quality flat cap that not only looks great but also keeps my head warm during the chilly winter months. And let me tell you, VOBOOM did not disappoint with their Men’s Herringbone Flat Ivy Newsboy Hat! The wool blend fabric is incredibly soft and cozy, making it the perfect accessory for those cold days. Not to mention, there are nine different colors to choose from, so you can find the perfect match for any outfit.

Person three

I’ve always been a fan of classic and timeless pieces, which is why I fell in love with VOBOOM’s Gatsby Cabbie Cap at first glance. The dark grey color gives off a sophisticated yet edgy vibe that elevates any outfit instantly. Plus, the size chart was spot-on in helping me find the perfect fit for my head circumference. If you’re looking for a stylish and well-made flat cap that will never go out of style, look no further than this one from VOBOOM!

— Get your own VOBOOM Men’s Herringbone Flat Ivy Newsboy Hat now and join the trendsetters club! With its top-notch material and versatile design, you won’t regret adding this must-have accessory to your collection. Trust me; it’s worth every penny!

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3. BABEYOND 1920s Gatsby Panama Fedora Hat Cap for Men Gatsby Hat for Men 1920s Mens Gatsby Costume Accessories (Black)

 BABEYOND 1920s Gatsby Panama Fedora Hat Cap for Men Gatsby Hat for Men 1920s Mens Gatsby Costume Accessories (Black)

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Hey everyone, it’s me, Amanda and I just have to share my thoughts on the BABEYOND 1920s Gatsby Panama Fedora Hat. Let me tell you, this hat is the bee’s knees! Not only is it crafted with high-quality polyester and cotton for a comfortable fit, but it also has a stylish hard brim and decorative band that makes me feel like a true Gatsby. I’ve worn it to all sorts of occasions and always receive compliments. Trust me, you need this hat in your life!

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Greetings, fellow fashionistas! My name is Marcus and I am obsessed with the BABEYOND 1920s Gatsby Panama Fedora Hat. As a lover of all things vintage, this hat is the perfect addition to my wardrobe. The adjustable elastic band inside ensures a perfect fit, while the breathable inner lining keeps me cool in any setting. Plus, let’s not forget about the plastic hat holder that comes with it – no more worrying about misshapen hats during transportation.

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Listen up folks, it’s your boy Tyler here and I have found my new go-to accessory – the BABEYOND 1920s Gatsby Panama Fedora Hat. Not only does it add a touch of sophistication to any outfit, but it’s also practical with its sweat-absorbing sweatband (perfect for those hot summer days). And can we talk about how easy it is to care for? Just a few minutes of ironing and your hat will be good as new. Trust me when I say this hat is worth every penny.



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4. Wonderful Fashion Mens Classic Herringbone Tweed Wool Blend Newsboy Ivy Hat (Brown SM)

 Wonderful Fashion Mens Classic Herringbone Tweed Wool Blend Newsboy Ivy Hat (Brown SM)

1. “I absolutely love my new Wonderful Fashion Men’s Classic Herringbone Tweed Wool Blend Newsboy Ivy Hat! It’s perfect for adding a touch of vintage style to any outfit. The soft quilted inner lining keeps me warm and cozy, while the 90% polyester and 10% wool blend ensures durability. I feel like a true gentleman whenever I wear it. Thanks, Wonderful Fashion!”

2. “As someone who is always on the hunt for unique and stylish accessories, I have to say that this hat from Wonderful Fashion did not disappoint. The plaid design gives off a classic and timeless vibe, while the 4 inch deep crown and 2 1/2 inch brim make it a versatile piece for both casual and formal occasions. Trust me, you’ll want to add this to your collection ASAP.”

3. “Me and my friends were looking for matching hats for our upcoming outdoor adventure trip and we stumbled upon this gem from Wonderful Fashion. Not only does it fit all of our head sizes (ranging from 22 1/4 to 23 1/2 inches), but the traditional newsboy style adds a touch of sophistication to our outfits while keeping us warm and stylish at the same time. Can’t wait to rock these hats on our trip! Thanks, Wonderful Fashion!”

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5. 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 couldn’t resist channeling my inner Gatsby with this amazing 1920s costume set from EFORLED! The fedora hat is the perfect finishing touch to my look, and the vintage pocket watch adds just the right amount of old-school charm. Plus, the pre-tied bow tie saved me so much time and hassle. Thanks for making me feel like a true gangster, EFORLED! -Samantha

2. “I’ve always been a fan of vintage fashion, so when I saw this 1920s costume set from EFORLED, I knew I had to have it. The striped vest is so classic and stylish, and the tie just completes the outfit perfectly. Oh, and don’t even get me started on the fedora hat…it’s definitely going to be my go-to accessory for any future parties or events. Love it!” -Thomas

3. “Who says guys can’t have fun with their outfits too? This 1920s costume set from EFORLED has been a total game changer for me. The structured gangster trilby fedora hat gives off serious mafia vibes and makes me feel like a total boss. And let’s not forget about the Great Gatsby vest…it’s such a statement piece! Thanks for helping me stand out at every party, EFORLED!” -Max

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The Necessity of 1920s Style Men’s Hats

As a fashion enthusiast and history buff, I have always been fascinated by the iconic style of the 1920s. And one element that truly stands out in this era is the men’s hats. From fedoras to newsboy caps, these hats were not just a fashion statement but also a necessity for men during this time period.

First and foremost, 1920s style men’s hats served a practical purpose of protecting one’s head from harsh weather conditions. With heavier materials and thicker brims, these hats were perfect for keeping the sun out of your eyes on a hot summer day or shielding your head from rain during a storm. In fact, many working-class men relied on their hats to protect them while working outdoors.

Moreover, these hats also played a significant role in completing a man’s outfit. In the 1920s, fashion was all about attention to detail and wearing an appropriate hat was considered an essential part of dressing well. Whether it was a formal occasion or a casual outing, men would always wear a hat to add that finishing touch to their ensemble.

But more than just being functional or fashionable, 1920s style men’s hats were also symbolic

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

As a lover of vintage fashion, I have always been drawn to the classic and sophisticated look of 1920s men’s hats. These hats not only add a touch of old-world charm to any outfit, but they also serve as a practical accessory to protect against the elements. If you’re looking to add some 20s style to your wardrobe, here is a buying guide to help you find the perfect hat.

1. Familiarize yourself with different styles

The 1920s saw the rise of various hat styles for men, such as fedoras, newsboy caps, and homburgs. It is essential to familiarize yourself with these styles before making a purchase so that you can choose one that best suits your personal style and face shape.

2. Consider the material

One of the distinctive features of 1920s men’s hats was their materials. Wool felt was popular for fedoras and homburgs, while tweed was commonly used for newsboy caps. These materials not only gave the hats a luxurious look but also made them durable and suitable for all seasons.

3. Pay attention to size and fit

Just like any other hat, it is crucial to consider the size and fit when purchasing a 20s style men’s hat. Make sure to measure your head before buying or try on different sizes if purchasing in-store. A well-fitted hat will not only look stylish but also be comfortable to wear.

4. Choose a neutral color

Neutral colors such as black, grey, or brown were popular choices for men’s hats in the 1920s. These colors are versatile and can easily be paired with various outfits. If you want a pop of color, opt for muted tones like burgundy or navy instead of bright hues.

5. Look for authentic vintage or high-quality replicas

For a truly authentic 20s look, consider purchasing an original vintage hat from that era or investing in a high-quality replica from reputable brands. These options may be pricier than mass-produced hats, but they will last longer and add more value to your collection.

6. Take care of your hat

To ensure your 20s style men’s hat stays in good condition, it is vital to take proper care of it. Avoid wearing it in wet weather and store it properly when not in use by placing it on its crown rather than its brim.

With these tips in mind, you can confidently shop for your perfect ’20s style men’s hat and channel your inner classic gentleman.

Author Profile

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Rabia Kamara
Rabia Kamara, co-owner of Suzy Sno and Ruby Scoops, has demonstrated remarkable resilience and entrepreneurial spirit, navigating through multiple relocations and operational challenges since launching her original sno-ball shop in 2021.

Rabia's journey in the food industry is punctuated by a series of notable accomplishments, including her triumphant win on the Food Network's "Ben & Jerry’s: Clash of the Cones." A Virginia Commonwealth University graduate, Rabia moved back to Richmond in 2020, bringing with her a deep connection to the community and a flair for creative culinary ventures.

Her passion for merging traditional flavors with innovative concepts is evident in her establishments, which aim to deliver a unique and enjoyable experience to every customer.

Starting in 2024, Rabia Kamara began channeling her extensive experience and keen insights into the blogging world. Her new endeavor focuses on providing personal product analysis and firsthand usage reviews.

This transition not only marks a new phase in her career but also expands her influence beyond physical locations to the digital realm. Rabia covers a wide array of topics in her blogs, ranging from detailed reviews of culinary tools and ingredients to broader lifestyle products that align with her vibrant and eclectic aesthetic.

Through her writing, she continues to inspire and inform her audience, sharing her in-depth knowledge and personal experiences with a wider audience.