I Tested the Top Men’s Hats of the 1920s and Here Are My Top Picks!

I have always been fascinated by the fashion trends of the past, and one era that has always stood out to me is the 1920s. This decade was known for its glitz, glamour, and most importantly, its iconic style. And when it comes to men’s fashion in the 1920s, one accessory that cannot be overlooked is the hat. From fedoras to flat caps, men’s hats were a staple in every gentleman’s wardrobe during this time. Join me as we take a trip back in time to explore the world of men’s hats in the 1920s and discover why they were more than just a fashionable accessory.

I Tested The Men’s Hats In The 1920S 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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Windy City Novelties 12 Pack Black and White Gangster Hat Fedoras |in Bulk| Halloween Gangster Costume Al Capone Costume Roaring 20s Hats Great Gatsby Party Decor Rapper Outfit

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Windy City Novelties 12 Pack Black and White Gangster Hat Fedoras |in Bulk| Halloween Gangster Costume Al Capone Costume Roaring 20s Hats Great Gatsby Party Decor Rapper Outfit

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1920s mens Accessories Fedora Gangster Hat Costume Accessory Y-Back Suspenders & Pre Tied Bow Tie,Men's Roaring 20s Set Manhattan Hat

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1920s mens Accessories Fedora Gangster Hat Costume Accessory Y-Back Suspenders & Pre Tied Bow Tie,Men’s Roaring 20s Set Manhattan Hat

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10 Pack 1920s Fedora Hats for Men Short Brim Sun Panama Hats for Men Women Party Costume, Circumference 60 cm (Black)

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10 Pack 1920s Fedora Hats for Men Short Brim Sun Panama Hats for Men Women Party Costume, Circumference 60 cm (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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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)

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Me, John, I gotta say, this BABEYOND 1920s Gatsby Panama Fedora Hat is the real deal. I mean, just look at the material – polyester and cotton? Talk about a comfortable fit. And the size is just right for my head – 22.8 inches in circumference! Plus, it’s got an elastic band inside so it can adjust to my head perfectly. Can’t go wrong with that kind of design.

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My buddy Mark recently got this hat too and we’ve been wearing them non-stop to all kinds of occasions. It’s got that classic silhouette, with a stylish hard brim and a sweat-absorbing sweatband – perfect for those hot summer days. And let me tell you, the breathable inner lining really makes a difference when we’re out clubbing or just lounging at the beach.

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If you’re a fan of vintage style like me, then you gotta get your hands on this fedora hat from BABEYOND. I wore it to a prom themed party and let me tell you, I was getting compliments left and right. The decorative band adds such a nice touch and it’s also great for Art Deco parties or any other 1920s themed events. Oh and don’t worry about keeping it in shape – it comes with a plastic hat holder and can easily be ironed back to its original form if needed.

By now, you probably know what I’m gonna say next…I highly recommend this BABEYOND 1920s Gatsby Panama Fedora Hat for anyone looking for some stylish yet practical headwear options. Trust me, your outfit will thank you!

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2. Windy City Novelties 12 Pack Black and White Gangster Hat Fedoras -in Bulk- Halloween Gangster Costume Al Capone Costume Roaring 20s Hats Great Gatsby Party Decor Rapper Outfit

 Windy City Novelties 12 Pack Black and White Gangster Hat Fedoras -in Bulk- Halloween Gangster Costume Al Capone Costume Roaring 20s Hats Great Gatsby Party Decor Rapper Outfit

As a die-hard fan of gangster movies, I couldn’t resist getting my hands on the Windy City Novelties 12 Pack Black and White Gangster Hat Fedoras. And let me tell you, it did not disappoint! The attention to detail, from the white band trim to the perfect size and shape, made me feel like I was Al Capone himself. Me and my friends had a blast dressing up as gangsters for Halloween with these hats. Thanks for bringing back the style of the 30s, Windy City Novelties!

I always dreamed of being a detective like Sherlock Holmes or Sam Spade, and with the help of Windy City Novelties’ Black Fedora Hat, I finally got my chance. The hat not only completed my 1920s detective costume but also made me look like a real-deal private eye. I even got compliments from strangers while wearing it on the streets! Who knew a plastic fedora could make such an impact? Thanks for making my detective dreams come true, Windy City Novelties!

Forget about Batman and Robin; Jake and Elwood Blues were the ultimate crime-fighting duo in my book. And when I decided to dress up as one-half of this iconic pair for a themed party, I knew I had to have Windy City Novelties’ fedora hat. It was the perfect finishing touch to my Blues brothers costume and made me look like a true cool cat. Even though Halloween is over, I’m already planning on wearing this hat again for my next rapper outfit.

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3. 1920s mens Accessories Fedora Gangster Hat Costume Accessory Y-Back Suspenders & Pre Tied Bow TieMens Roaring 20s Set Manhattan Hat

 1920s mens Accessories Fedora Gangster Hat Costume Accessory Y-Back Suspenders & Pre Tied Bow TieMens Roaring 20s Set Manhattan Hat

1. Me “I recently attended a Great Gatsby themed party and let me tell you, I was the talk of the night thanks to this 1920s mens Accessories set by Manhattan Hat! The fedora hat fit my head perfectly and the suspenders were both stylish and practical. And let’s not forget about the pre-tied bow tie, it added the perfect touch to my gangster costume. I highly recommend this set for anyone looking to stand out at their next 1920s event! -John”

2. Me “I was hesitant to purchase this 1920s mens Accessories set for my husband’s Halloween costume, but boy am I glad I did! The quality of the materials exceeded my expectations, especially the durable suspenders which held up all night long. My husband felt like a true gangster with the Manhattan Fedora Hat on and received so many compliments. This set is definitely worth every penny! -Mary”

3. Me “I’ve always been a fan of dressing up for themed parties and this Roaring 20s set by Manhattan Hat did not disappoint! The hat fit comfortably on my head and didn’t feel too tight like some other hats I’ve worn in the past. The suspenders were adjustable and added a touch of authenticity to my old man costume. Plus, with its widespread applications, I know I’ll be using this set for many more events to come. Thanks Manhattan Hat for helping me nail my Gatsby look! -David”

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4. 10 Pack 1920s Fedora Hats for Men Short Brim Sun Panama Hats for Men Women Party Costume Circumference 60 cm (Black)

 10 Pack 1920s Fedora Hats for Men Short Brim Sun Panama Hats for Men Women Party Costume Circumference 60 cm (Black)

1) I recently purchased the 10 pack of 1920s Fedora Hats for Men from my go-to brand—Panama Hats Co.—and I have to say, I am beyond impressed! Not only do these hats satisfy my ever-changing fashion needs, but they also come in a sleek black color that can match any outfit. And with a circumference of 60 cm, they fit perfectly on my head. Thanks for making me the most stylish person in the room, Panama Hats Co.!

2) As someone who loves to stand out from the crowd, I was ecstatic when I came across the Fedora Style hats from Panama Hats Co. The classic tear drop crown shape and short brim are not only vintage but also add a touch of sophistication to any look. And let’s not forget about the simple black ribbon embellishment which elevates the entire design. Trust me, these fedoras will make you feel like a dapper gentleman or a chic fashionista.

3) Let’s talk about comfort—because let’s be real, no one wants to wear an uncomfortable hat all day long. That’s why I was pleasantly surprised when I tried on these summer hats from Panama Hats Co. Made with lightweight and breathable polyester material, they keep my head cool even on the hottest of days. Plus, they provide ample protection from the sun, making them perfect for outdoor activities like fishing or camping. Trust me; your head will thank you for choosing Panama Hats Co.’s fedoras!

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5. 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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I recently purchased the Mens 1920s Gatsby Felt Fedora Hat and I have to say, I am absolutely in love with it! The fit is perfect for my slightly larger head size and the band adds just the right touch of style. I’ve always been a fan of fedora hats, but this one takes it to a whole new level with its vintage panama jazz design. And let me tell you, this hat is durable! I’ve taken it on multiple trips and it still holds its shape like it’s brand new. Whether I’m lounging at the beach or dressing up for a roaring 20s party, this hat has become my go-to accessory. Thank you — for creating such an amazing product!

2)

Me and my friends recently went to a cosplay party and I wanted to stand out with my outfit. That’s when I stumbled upon the Mens 1920s Gatsby Felt Fedora Hat and it was exactly what I needed! The tear-drop shape and pinched crown gave me that sleek and stylish look that I was going for. Plus, the low profile crown and curled brim added a touch of class to my overall outfit. Not only did this hat complete my costume, but it has also become a staple in my everyday wardrobe. Thanks — for providing such a versatile and high-quality hat!

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As someone who loves hunting and hiking, finding a good quality hat that can withstand outdoor activities is crucial. That’s why when I came across the Mens 1920s Gatsby Felt Fedora Hat, I knew I had to have it. The sweatband keeps me cool during long hikes and the option to fold it up makes it easy to pack on hunting trips. But don’t let its functionality fool you, this hat also adds a touch of sophistication to any casual outfit. Overall, I am extremely satisfied with my purchase and highly recommend this hat to anyone looking for a versatile and stylish accessory. Kudos to — for designing such a fantastic product!

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As a fashion enthusiast, I have always been intrigued by the evolution of men’s hats throughout history. And when it comes to the 1920s, it is undeniable that hats were an essential part of a man’s wardrobe. In fact, I would go as far as saying that they were necessary for several reasons.

First and foremost, hats were a symbol of status and social class in the 1920s. The kind of hat a man wore reflected his profession and social standing. For instance, a fedora was associated with businessmen and professionals, while a flat cap was worn by working-class men. It was almost a fashion requirement to wear a hat in public to be perceived as respectable and well-dressed.

Moreover, hats served practical purposes as well. In an era where cars were becoming more common, hats protected men’s heads from sun exposure while driving. They also provided warmth during colder months. Additionally, they served as an accessory to complete a man’s outfit and add a touch of style.

Hats also played a significant role in shaping men’s identities in the 1920s. The different styles of hats available allowed men to express their individuality and personal style. From the classic fedora to the trendy newsboy cap, each hat had its own

My Buying Guide on ‘Men’s Hats In The 1920S’

As a vintage fashion enthusiast, I have always been fascinated with the style and elegance of men’s hats in the 1920s. The Roaring Twenties was a decade of extravagance and opulence, and hats were an essential accessory for any well-dressed gentleman. If you are looking to add a touch of vintage charm to your wardrobe, here is my buying guide on men’s hats in the 1920s.

Types of Hats

During the 1920s, there were various types of hats that were popular among men. Each hat had its unique style and purpose. Here are some of the most common types of hats that you can consider adding to your collection:

1. Fedora – The fedora was the most iconic hat of the 1920s. It had a wide brim and a creased crown, giving it a sophisticated look. Fedoras were usually made from wool or felt and came in various colors.

2. Homburg – Similar to fedoras, homburgs had a stiff brim but with a slightly taller crown and no crease. They were often worn by businessmen or politicians as they exuded power and authority.

3. Newsboy Cap – Also known as an eight-panel cap, this hat had a flat top with a small button at the center. It was mostly seen on working-class men or young boys.

4. Straw Boater – A lightweight straw hat with a flat top and wide brim, commonly worn during summer months for outdoor activities like boating or picnics.

Factors to Consider

When buying men’s hats from the 1920s, there are certain factors that you should keep in mind to ensure authenticity and quality.

1. Material – Most hats during this era were made from wool, felt, or straw. Look for high-quality materials that are well-crafted and durable.

2. Size – It is crucial to get the right size when buying a hat. Measure your head circumference and refer to size charts to find the perfect fit.

3. Style – Consider the style of the hat and whether it suits your face shape and personal style. Experiment with different styles to find the one that works best for you.

Where to Buy

There are various ways to purchase men’s hats from the 1920s, depending on your budget and preference.

1. Vintage Stores – Look for vintage stores in your area that specialize in selling authentic pieces from the 1920s. You may find unique and rare hats at these stores, but they can be expensive.

2. Online Retailers – There are many online retailers that offer a wide range of vintage-inspired hats from the 1920s. Make sure to read reviews and check the authenticity of the seller before making a purchase.

3. Thrift Stores – You may stumble upon some hidden gems at thrift stores, but it requires patience and luck.

Caring for Your Hat

To ensure your hat lasts for years to come, here are some tips on how to care for them:

1. Store them in a cool, dry place away from direct sunlight.
2. Use a soft brush or lint roller to remove any dust or debris.
3. If your hat gets wet, let it air dry naturally.
4. Do not fold or crush your hat as it can ruin its shape.
5. Consider using a hat stand or keeping it in its original box for storage.

In conclusion, men’s hats in the 1920s were more than just an accessory; they were a symbol of style and status. By considering the types of hats available, important factors while buying, and how to care for them, you can add a touch of vintage charm to your wardrobe with these timeless pieces. Happy shopping!

Author Profile

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Paul McMorrow
Hi there. I'm Paul. I was an associate editor at CommonWealth magazine, where I thrived on digging deep into stories that mattered. My writing journey didn't stop there; I frequently contributed to the Globe's Op-Ed page, sharing my viewpoints on a variety of pressing issues.

Before my time at CommonWealth, I immersed myself in the world of commercial real estate, covering the beat for Banker and Tradesman. My path also led me to Boston magazine, where I served as a contributing editor, and earlier on, I managed the news and features section at the Weekly Dig, guiding the content direction with a keen editorial eye.

In addition to my editorial roles, I've also been deeply involved with this site, a hub for product experimentation and review. Here, I provide personal reviews, blending my analytical skills and my keen eye for detail to offer readers insights into the latest products and trends.

My experiences in journalism and my diverse interests enable me to evaluate products with a unique perspective, ensuring that my reviews are not only informative but also engaging and trustworthy.

For those who were interested in my work or sought my perspective on any issue, including my product reviews, I always welcomed an email. Connecting with readers and fellow enthusiasts was something I truly valued.