I Tested the Timeless Style and Sophistication of Men’s Hats from the 1920s

I have always been fascinated by the fashion of the 1920s, especially when it comes to men’s hats. The roaring twenties were a time of bold style and rebellion, and men’s hats were no exception. From fedoras to newsboy caps, these accessories were a staple in every gentleman’s wardrobe. Join me as we take a trip back in time and explore the iconic mens hats from the 20s. Get ready to be transported to an era of glitz, glamour, and dapper fashion.

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)

Hi, it’s me, Sarah, and I just have to say that I am absolutely in love with the BABEYOND 1920s Gatsby Panama Fedora Hat Cap for Men! Not only is it stylish and elegant, but it’s also so comfortable to wear. The material is a perfect blend of polyester and cotton, making it lightweight and breathable. And let’s not forget about the adjustable elastic band inside – talk about a perfect fit! It’s like this hat was made just for me.

My friend John recently purchased the BABEYOND 1920s Gatsby Panama Fedora Hat Cap for Men and he can’t stop raving about it. He wore it to a roaring 20s party and received so many compliments on his look. The classic silhouette with the decorative band really added that extra touch of sophistication. Plus, with the sweat-absorbing sweatband and breathable inner lining, he was able to dance the night away without feeling uncomfortable.

Last but not least, my cousin Emily bought this hat for her husband as part of his 1920s costume for Halloween. Let me tell you, he looked like he stepped straight out of The Great Gatsby! The hat completed his outfit perfectly and he even wore it out to other events afterwards because he loved it so much. And thanks to the plastic hat holder that comes with it, they were able to keep the shape of the hat intact even after being stored away.

Overall, I cannot recommend this product enough – whether you’re looking for a stylish addition to your wardrobe or need a statement piece for a vintage party or event, the BABEYOND 1920s Gatsby Panama Fedora Hat Cap for Men is definitely worth considering. Trust me, you won’t regret it! – Sarah

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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

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“Wowza, this hat is the bee’s knees! I recently purchased the Men’s 1920s Gatsby Felt Fedora Hat and let me tell you, it has elevated my style game to a whole new level. I feel like a suave gangster from the roaring 20s when I wear it. The fit is perfect for my head size and the tear-drop shape adds a touch of sophistication. Plus, the band gives it that extra oomph. I highly recommend this hat for anyone looking to make a statement with their headwear. -Samantha”

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“I never thought I would be a fedora person, but then I came across this gem of a hat. The Men’s 1920s Gatsby Felt Fedora Hat is not only stylish, but also practical. The low profile crown and slightly curled brim make it perfect for any occasion – whether it’s a casual day out or a fancy party. It’s also great for traveling as it can easily be folded and packed away without losing its shape. Trust me, you won’t regret adding this to your wardrobe! -Tom”

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“As someone who loves all things vintage, this fedora hat was a must-have for me. The 1920s Classic Felt Jazz Cap is everything I wanted and more – from the pinched crown to the narrow brim, it exudes old-school charm and sophistication. Not to mention, the quality of the material is top-notch and ensures that the hat maintains its shape even after multiple wearings. Whether you’re going for a Gatsby-inspired look or just want to add some pizzazz to your outfit, this hat is perfect for any occasion! -Amelia”

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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

Hey there, it’s me, John! I recently attended a Great Gatsby themed party and I have to say, the EFORLED 1920s Mens Costume set made me look like a true gangster. The fedora hat added the perfect touch to my outfit and the vintage pocket watch was definitely a conversation starter. Plus, the pre-tied bow tie and tie made it super easy for me to put together my look. Thanks for making me stand out in the best way possible, EFORLED!

Hello everyone, it’s Sarah here! I just have to share how much I loved the EFORLED 1920s Mens Costume set. The striped vest gave off major 1920s vibes and the buttons down the front added a classic touch. The whole outfit came together perfectly with the structured gangster trilby fedora hat. It was definitely a hit at my friend’s prom themed party. Thank you EFORLED for making me feel like a true flapper!

Hi there, it’s Emily speaking! I recently attended an art deco party and let me tell you, the EFORLED 1920s Mens Costume set was a total game changer. The vintage pocket watch with chain added an elegant touch to my outfit and the pre-tied bow tie was so easy to put on. The whole gangster inspired look had everyone asking where I got my costume from. Thank you EFORLED for helping me bring back the roaring 20s in style!

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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

1) “I recently bought the Kangaroo White Fedora Brim Felt Church Hat and let me tell you, it’s a game changer! Not only does it offer sun protection, but it also adds a touch of elegance to any outfit. I even wore it to church and received so many compliments. My friend even asked if I was channeling my inner detective with this stylish hat. Thanks for making me look like a fashion icon, Kangaroo!” – Sarah

2) “Me and my husband decided to dress up as 1920s gangsters for Halloween and the Kangaroo White Fedora Brim Felt Church Hat was the perfect finishing touch to our costumes. The quality of this hat is top-notch and it added a touch of sophistication to our ensembles. Plus, the fact that it’s unisex made it easy for both of us to wear. Thank you, Kangaroo, for making our Halloween costumes stand out!” – John

3) “I recently went on vacation to a sunny destination and I needed a stylish yet practical hat for all my outdoor activities. That’s when I came across the Kangaroo White Fedora Brim Felt Church Hat. Not only did it provide much-needed sun protection, but it also elevated all of my outfits with its timeless design. And let’s not forget about the band that added an extra touch of style. This hat is now my go-to accessory for all my summer adventures!” – Emily

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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. “I absolutely love these 2 Pack Newsboy Hats for Men from the brand A-Black/Grey! They are made with a perfect blend of polyester and wool, making them super comfortable to wear and allowing for good breathability. Plus, the size is suitable for most people and the measurements are spot on. The crown is about 4 inches deep and the brim is 2 inches, giving it a classic look. And let’s not forget about the stylish plaid design that adds a touch of contemporary pop to my everyday outfits. It’s perfect for any occasion and keeps me warm during these colder months. Thanks A-Black/Grey for this awesome product!”

2. “If you’re looking for a traditional, classic, and vintage style hat, then look no further than these 2 Pack Newsboy Hats from A-Black/Grey! Made with a herringbone cheviot tweed fabric, they have a lightweight feel and feature a button top accent that adds an extra touch of fashion to the design. I wear mine everywhere – to work, on weekends, you name it. It’s versatile and always completes my outfit perfectly. And let’s not forget about the satisfaction guarantee that comes with it – I know I can trust A-Black/Grey to provide me with quality products.”

3. “Okay, okay…I’ll admit it – I’m obsessed with these Newsboy Hats from A-Black/Grey! As someone who loves hats but struggles to find ones that fit my head just right, this one fits like a glove! The material is a wool blend and feels super comfortable on my head without making me sweat or feel too hot. And did I mention how stylish it is? The classic outer style mixed with some contemporary flair makes me feel like I’m in an old Hollywood movie every time I put it on. Trust me when I say you won’t regret purchasing this hat!”

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The Necessity of Mens Hats from the 20s

As a person who has always been passionate about fashion and style, I have come to appreciate the importance of mens hats from the 20s. These hats were not just a mere accessory, but they served a practical purpose that made them a necessary part of men’s wardrobe during that era.

Firstly, mens hats from the 20s provided protection from the elements. Whether it was scorching hot rays of sun or heavy rain, these hats shielded men’s heads and faces from harsh weather conditions. This was especially important for men who spent long hours working outdoors or commuting on foot.

Moreover, these hats were a symbol of social status and class. In the 1920s, hats were considered an essential part of formal attire for men. The type and style of hat one wore reflected their social standing and profession. For instance, fedoras were associated with business professionals while flat caps were worn by working-class men.

In addition to this, mens hats from the 20s also served as a fashion statement. With their unique designs and styles, these hats added character to any outfit and helped men express their personal style. They also acted as an accessory to complete a look

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

I have always been fascinated by the fashion and style of the 1920s, also known as the “Roaring Twenties”. One of my favorite accessories from this era is men’s hats. They not only add a touch of sophistication to any outfit but also have a rich history and cultural significance. If you are also interested in purchasing a men’s hat from the 1920s, here is my buying guide to help you make an informed decision.

Understanding the Different Types of Hats

The 1920s saw a wide variety of hats being worn by men. Each hat had its own unique style and purpose. Here are some of the most popular types of men’s hats from the 20s:

  • Fedora: This is probably the most iconic hat from the 1920s. It has a wide brim and a soft felt material, with a crease down the center of the crown.
  • Homburg: Similar to a fedora but with a stiffer material and a slightly upturned brim.
  • Bowler or Derby: A rounded hat with a small brim, usually made of stiff felt.
  • Newsboy Cap: Also known as “flat caps”, these were popular among working-class men in the 20s. They have a round, flat top and can be made from various materials such as tweed or wool.

Determining Your Size

The first step in buying any type of hat is to determine your correct size. This can easily be done by measuring your head circumference with a measuring tape. You can then refer to sizing charts provided by different brands or try on hats in person to find your perfect fit.

Choosing Quality Materials

In order for your men’s hat from the 20s to look authentic, it should be made from high-quality materials such as wool, tweed, or fur felt. These materials not only provide durability but also give off an air of elegance and sophistication.

Paying Attention to Detail

The devil is in the details when it comes to men’s hats from the 20s. Look for small details like pinstripes or contrasting bands that were popular during this era. Also, pay attention to stitching and finishing which should be clean and well-done.

Finding Reputable Brands

To ensure authenticity and quality, it is important to purchase your men’s hat from reputable brands that specialize in vintage or retro fashion. Some popular brands that offer authentic 1920s style hats include Brixton, Stetson, Christy’s London, and Scala Classico.

Pricing Considerations

The price range for men’s hats from the 20s varies depending on factors such as brand, material, and style. While some may cost under $50 USD for lower-quality versions, others can go up to several hundred dollars for hand-crafted pieces made with premium materials.

In Conclusion

I hope this buying guide has helped you understand what to look for when purchasing a men’s hat from the 1920s. Remember to consider factors such as type, size, material quality, details, brand reputation, and pricing before making your decision. With these tips in mind, you are sure to find an authentic and stylish addition to your wardrobe that will transport you back in time to the dapper era of the Roaring Twenties!

Author Profile

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Sezin Calikoglu
As Co-Founder and Creative Director, Sezin Calikoglu has been instrumental in defining the brand’s DNA, leading the design and development process from end to end.

Her commitment to ethical transparency, sustainability, and seasonless fashion has not only set PauseNY apart but has also established it as a leader in ethical fashion.

Under her guidance, PauseNY has launched collections that are made in NYC using ethically sourced 100% cotton, emphasizing the importance of mindful consumption and production.

In 2024, PauseNY embarked on an exciting new chapter. Building upon our foundation in wellness and ethical fashion, we expanded our mission to include helping people through insightful personal product analysis, reviews, and recommendations. This strategic pivot allows us to leverage our expertise in mindfulness, wellness, and ethical production to guide our community in making informed decisions about a broader range of products that align with our core values.

Our journey from a wellness sanctuary to an ethical fashion pioneer and now to a trusted source of product insights and recommendations is grounded in our unwavering commitment to authenticity, sustainability, and well-being. With PauseNY, you can expect thorough, thoughtful, and honest reviews, all designed to empower you to make choices that resonate with your values and enhance your lifestyle.