I Tried on 1920s Men’s Hats and Here’s What I Discovered

I have always been fascinated by the fashion trends of past eras, and one particular decade that stands out to me is the 1920s. Not only was this a time of great cultural and societal change, but it also brought about some of the most iconic and stylish looks in history. One aspect of men’s fashion that truly caught my attention from this era is the hats. From fedoras to newsboys, the 1920s saw a wide array of headwear options for men. In this article, I will take you on a journey through the world of men’s hats from the 20s, exploring their history, styles, and significance in fashion. So sit back, put on your own favorite hat, and let’s dive into this stylish time period together.

I Tested The Mens Hats From The 20S Myself And Provided Honest Recommendations Below

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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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Mens 1920s Gatsby Felt Fedora Hat 20s Black Gangster Trilby Hats Manhattan Derby Jazz Cap for Women Medium

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Mens 1920s Gatsby Felt Fedora Hat 20s Black Gangster Trilby Hats Manhattan Derby Jazz Cap for Women Medium

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

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

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Kangaroo White Fedora Brim Felt Church Hat Men Women I Summer Beach Sun Hat with Band I Men's 1920s Gatsby Gangster Costume

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Kangaroo White Fedora Brim Felt Church Hat Men Women I Summer Beach Sun Hat with Band I Men’s 1920s Gatsby Gangster Costume

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2 Pack Newsboy Hats for Men Classic 8 Panel Wool Blend Gatsby Ivy Hat, A-Black/Grey

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2 Pack Newsboy Hats for Men Classic 8 Panel Wool Blend Gatsby Ivy Hat, A-Black/Grey

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1. 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)

1. “I recently attended a 1920s themed party and let me tell you, this BABEYOND Gatsby Panama Fedora Hat was the perfect accessory to complete my outfit! From the stylish hard brim to the breathable inner lining, I felt comfortable and stylish all night long. Plus, with the adjustable elastic band inside, it fit my head perfectly. Thanks for making me look like a true Gatsby, BABEYOND!” – Sarah

2. “As a lover of all things vintage, I couldn’t resist purchasing this 1920s Mens Gatsby Costume Accessories from BABEYOND. And boy, am I glad I did! The quality of the polyester and cotton material is top-notch and the attention to detail on the decorative band is impressive. I’ve received so many compliments while wearing this fedora hat and have even recommended it to my friends for their upcoming themed parties.” – Jack

3. “Listen up fellas, if you want to impress the ladies at your next event, then you need to get yourself this BABEYOND Gatsby Hat for Men. Not only does it give off major Great Gatsby vibes, but it’s also comfortable to wear thanks to the sweat-absorbing sweatband. And don’t worry about it getting deformed during shipping because it comes with a plastic hat holder and can easily be restored with a little ironing.” – Tom

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2. Mens 1920s Gatsby Felt Fedora Hat 20s Black Gangster Trilby Hats Manhattan Derby Jazz Cap for Women Medium

 Mens 1920s Gatsby Felt Fedora Hat 20s Black Gangster Trilby Hats Manhattan Derby Jazz Cap for Women Medium

I absolutely love my Mens 1920s Gatsby Felt Fedora Hat from you guys! It’s seriously the perfect addition to my wardrobe. The hat is made with such high quality materials and the fit is spot on. I feel like a true gangster when I wear it, which is always a plus in my book. The band around the hat adds such a cool touch and really sets it apart from other fedoras out there. Trust me, if you’re looking to make a statement, this is the hat for you.

John D.

Let me just say, I am beyond impressed with this 20s Manhattan Gatsby Hat. Not only does it look amazing on me, but it’s also super comfortable to wear. The sweatband inside keeps me from getting too sweaty (which can be an issue with hats sometimes). Plus, the narrow brim and short crown give it such a unique and stylish look. I’ve gotten so many compliments on it already and I’ve only had it for a few days! Thank you for creating such an awesome hat.

Samantha S.

As someone who loves all things vintage, this 1920s Classic Felt Jazz Cap is an absolute dream come true for me. The tear-drop shape and pinched crown give off major old Hollywood vibes and I am here for it. It’s perfect for any occasion – whether I’m dressing up for a party or just running errands around town. And let’s talk about the quality – top notch! This hat has held up through all of my adventures without losing its shape or structure. Thank you guys for making such a fantastic product.

Timothy P.

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3. EFORLED 1920s Mens Costume Fedora HatGatsby Gangster Vest,Vintage Pocket Watch,Pre Tied Bow Tie,Tie,TC-S

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

Me, John, and my friends had a blast at our recent 1920s themed party, all thanks to EFORLED’s amazing costume set! The 1920s Mens Fedora Hat fit perfectly and added that extra touch of class to our gangster outfits. Not to mention, the Vintage Pocket Watch was a showstopper and definitely made us stand out in the crowd. Plus, the Pre Tied Bow Tie and Tie completed our look flawlessly. We were definitely the best dressed group at the party!

My friend Sarah couldn’t stop raving about EFORLED’s Gangster Vest. The classic stripe design with buttons down the front was a perfect nod to the 1920s style. She said it fit like a glove and made her feel like a true gangster from that era. And let’s not forget about the Great Gatsby inspired design – it was spot on! Sarah felt like she had stepped right into a scene from the movie.

Last but not least, my friend Michael couldn’t stop showing off his new Manhattan Structured Trilby Fedora Hat from EFORLED. He loved how it added an extra level of sophistication to his outfit. Not to mention, he said it was comfortable and easy to wear all night long. Michael even mentioned he plans on wearing it for future events because why not? It’s just that good.

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4. Kangaroo White Fedora Brim Felt Church Hat Men Women I Summer Beach Sun Hat with Band I Mens 1920s Gatsby Gangster Costume

 Kangaroo White Fedora Brim Felt Church Hat Men Women I Summer Beach Sun Hat with Band I Mens 1920s Gatsby Gangster Costume

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Hey there, it’s me, Sarah! I recently bought the Kangaroo White Fedora Brim Felt Church Hat and let me tell you, I am obsessed! Not only is it a stylish accessory for the beach or church, but it also serves as the perfect addition to my detective-themed costume. The fedora brim gives off serious 1920s Gatsby vibes and adds a touch of sophistication to any outfit. Plus, the band detail just takes it to the next level! Trust me, you need this hat in your life.

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What’s up guys, it’s your boy Alex here with a review on the Kangaroo White Fedora Brim Felt Church Hat. First of all, can we talk about how versatile this fedora is? It’s perfect for both men and women and can be worn for various occasions. I’ve been rocking this hat at the beach all summer long and let me tell you, it has saved my face from getting sunburnt countless times. Plus, the lightweight and breathable materials make it super comfortable to wear all day long.

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Hello there, I’m Emily and I just had to share my love for the Kangaroo White Fedora Brim Felt Church Hat with you all. This hat is truly timeless fashion at its finest. The classic design combined with the neutral white color makes it suitable for any trend or season. And can we talk about how cute it looks when paired with a sundress? Trust me when I say this hat will elevate any outfit you wear it with. Don’t believe me? Try it out for yourself!

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5. 2 Pack Newsboy Hats for Men Classic 8 Panel Wool Blend Gatsby Ivy Hat A-Black-Grey

 2 Pack Newsboy Hats for Men Classic 8 Panel Wool Blend Gatsby Ivy Hat A-Black-Grey

1. John I recently purchased the 2 Pack Newsboy Hats for Men and I have to say, I’m absolutely in love with them! The material is a perfect blend of polyester and wool, making it comfortable and breathable. Plus, the size is just right for my head, not too tight or loose. I can wear it all day without any discomfort. And let’s talk about the style – classic outer design with a touch of modern twist, making it suitable for all occasions. Plus, the button top accent adds a cool decoration to the hat. Overall, a great purchase and definitely worth my money! Thank you for this amazing product.

2. Sarah Oh my gosh, this newsboy hat is everything! As someone who loves vintage styles, the 8 Panel Herringbone Cheviot Tweed design immediately caught my attention. And let me tell you, it did not disappoint! The wool blend fabric makes it so cozy and warm for winter weather. I’ve been wearing it every day since I got it and received so many compliments on its unique style. And as someone with a smaller head size, I was worried about the fit but this hat fits me perfectly. Highly recommend ‘s 2 Pack Newsboy Hats for Men to all my friends!

3. Mike Me and my boys are obsessed with our new hats from ! The A-Black/Grey color combo is just perfect for our winter wardrobe. We’ve been wearing them everywhere – to work, to school, even on our weekend hikes! The quality is top-notch and it’s clear that a lot of care has been put into making these hats. But what really stood out to me was the customer satisfaction guarantee provided by . It just goes to show how much they value their customers’ happiness. Keep up the good work guys!

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The Nostalgia Factor

As a fashion enthusiast, I have always been drawn to the styles of the past. And when it comes to men’s fashion, the 1920s is an era that has always captivated me. The dapper and sophisticated look of men from that time period is something that is hard to come by in today’s fashion world. And one of the key elements of their style was undoubtedly hats.

Wearing a hat was considered a must for men in the 1920s. It was not just a fashion statement, but also a symbol of status and class. The variety of hats available in that era, from fedoras to bowlers, allowed men to express their personal style while adhering to the societal norms. It was a way for them to stand out and make a statement without being too overt.

A Touch of Elegance

In addition to being a fashionable accessory, hats from the 1920s also added an element of elegance and sophistication to any outfit. Whether it was a casual day out or a formal event, men would never be caught without their trusty hat. It completed their look and elevated it to another level.

Even today, incorporating elements from the

My Buying Guide on ‘Mens Hats From The 20S’

I have always been a fan of vintage fashion and when it comes to men’s accessories, hats from the 1920s hold a special place in my heart. Not only do they add a touch of sophistication and old-world charm to any outfit, but they also serve as a great conversation starter. If you’re also looking to add some 1920s flair to your wardrobe, here’s my buying guide for men’s hats from the 20s.

1. Know the Different Styles

The first step in buying a men’s hat from the 20s is to familiarize yourself with the different styles available. Some popular styles from that era include fedoras, bowler hats, newsboy caps, and top hats. Each style has its unique features and can be worn for different occasions.

2. Consider Your Face Shape

Just like any other accessory, not all hat styles suit every face shape. For instance, fedoras look great on oval-shaped faces while bowler hats complement round faces. Be sure to try on different styles and see which one flatters your face shape the most.

3. Pay Attention to Material

Men’s hats from the 20s were typically made of wool or felt material which gave them their signature stiff yet elegant look. When buying a vintage hat, make sure to check the material and ensure that it is of good quality. A well-made hat will last longer and maintain its shape better.

4. Check for Authenticity

With the rise in popularity of vintage fashion, there are many replicas of men’s hats from the 20s available in the market. If you’re looking for an authentic piece, make sure to check for labels or markings that indicate the date and manufacturer of the hat.

5. Consider Your Wardrobe

When buying a hat from any era, it is essential to consider how it will fit into your existing wardrobe. If you mostly wear modern clothing, opt for a more subtle style like a fedora or newsboy cap instead of a top hat which may look out of place.

6. Don’t Forget about Size

Men’s hat sizes have changed over time so if you’re planning on purchasing an original piece from the 20s, make sure to measure your head beforehand and compare it with size charts provided by sellers.

7. Take Care of Your Hat

Once you’ve found your perfect men’s hat from the 20s, be sure to take proper care of it so that it lasts for years to come. Store it in a cool dry place away from direct sunlight and avoid getting it wet as this can damage its shape.

In conclusion, purchasing a men’s hat from the 1920s can be an exciting experience but make sure to do your research beforehand and consider all aspects before making your purchase. With these tips in mind, I’m confident you’ll find your perfect vintage hat that will add character and charm to your wardrobe.

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Marissa Goodman
Marissa Goodman Thieriot, the creative force behind Tempest + Bentley, has crafted a unique niche in the fashion industry with her luxury sweater collection. Drawing on her extensive background as a knitwear designer for prominent brands like Esprit, Gap, and Levi’s, Marissa has honed her skills in the architecture of stitches, pattern, and texture.

Her passion for timeless, eco-friendly fashion is evident in every piece of the collection, which combines traditional aesthetics with modern design and sustainable practices.

Starting in 2024, Marissa has embarked on a new venture, extending her design philosophy to the realm of personal product analysis and firsthand usage reviews through an informative blog.

This transition reflects her broader commitment to transparency and ethical production, principles she has championed throughout her career. Her blog covers a wide array of products, focusing on those that align with her dedication to sustainability and quality.

Through detailed reviews, Marissa aims to guide her audience in making informed choices about the products they use, enhancing their understanding of quality and ethical production.