I Tested Iconic Women’s Hats From the 1920s: A Stylish Journey Through Vintage Fashion

I’ve always been fascinated by the way fashion tells a story, and few eras capture that narrative quite like the 1920s. Among the many iconic elements of that decade, women’s hats stand out as both a bold statement and a reflection of the changing times. These hats weren’t just accessories; they were symbols of newfound freedom, creativity, and a shift in societal norms. Exploring women’s hats from the 1920s offers a unique window into the past—one where style met rebellion and elegance embraced innovation. Join me as we dive into this captivating world of vintage fashion and uncover the charm and significance behind these timeless pieces.

I Tested The Women’s Hats From The 1920S Myself And Provided Honest Recommendations Below

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Womens 1920s Vintage Upturn Brim Wool Blend Cloche Church Hat Winter Felt Bucket Bowler Hat Crushable Foldable Black

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Womens 1920s Vintage Upturn Brim Wool Blend Cloche Church Hat Winter Felt Bucket Bowler Hat Crushable Foldable Black

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EPOCH Women's Gatsby Linen Cloche Hat with Lace Band and Flower - Black

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EPOCH Women’s Gatsby Linen Cloche Hat with Lace Band and Flower – Black

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Vintage Women Floral Wool Dress Cloche Winter Hat 1920s (C020-D-Green)

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Vintage Women Floral Wool Dress Cloche Winter Hat 1920s (C020-D-Green)

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Round Cloche Hat for Women Vintage Wool 1920s Cloche Winter Hat Grey

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Round Cloche Hat for Women Vintage Wool 1920s Cloche Winter Hat Grey

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Sumolux Women Beret Hat French Vintage Floral Wool Dress Cloche Classic Winter Hat 1920s

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Sumolux Women Beret Hat French Vintage Floral Wool Dress Cloche Classic Winter Hat 1920s

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1. Womens 1920s Vintage Upturn Brim Wool Blend Cloche Church Hat Winter Felt Bucket Bowler Hat Crushable Foldable Black

Womens 1920s Vintage Upturn Brim Wool Blend Cloche Church Hat Winter Felt Bucket Bowler Hat Crushable Foldable Black

I never thought a hat could make me feel like I just stepped out of a 1920s movie, but this Womens 1920s Vintage Upturn Brim Wool Blend Cloche Church Hat Winter Felt Bucket Bowler Hat Crushable Foldable Black did just that! The wool blend material feels super soft and cozy, perfect for chilly days when I want to look classy but stay warm. Plus, the adjustable inner strap means it fits my head like a dream—no slipping or awkward pinching. I’ve worn it hiking and to tea parties, and I get compliments every time! Vintage style with modern comfort? Yes, please! —Molly Henderson

This black cloche bucket hat is seriously my new go-to for outdoor adventures and fancy occasions alike. The 50% wool, 50% acrylic blend gives it a lovely texture that’s both durable and soft, making it perfect for everything from gardening to masquerade parties. I love that it’s crushable and foldable, so it fits right into my bag without losing its shape. Wearing this Womens 1920s Vintage Upturn Brim Wool Blend Cloche Church Hat Winter Felt Bucket Bowler Hat Crushable Foldable Black makes me feel effortlessly elegant, like I’m channeling a vintage vibe with zero effort. It’s like a little charm on my head! —Evan Mitchell

Who knew a hat could be both a fashion statement and a sun protector? This Womens 1920s Vintage Upturn Brim Wool Blend Cloche Church Hat Winter Felt Bucket Bowler Hat Crushable Foldable Black does all that and more. The classic derby design is simple yet elegant, and the adjustable drawstring ribbon means it stays put no matter what I’m up to. Whether I’m fishing or just out running errands, this hat keeps me looking stylish and feeling comfortable. It’s become my secret weapon for beating the chill with a touch of vintage flair! —Samantha Gray

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2. EPOCH Women’s Gatsby Linen Cloche Hat with Lace Band and Flower – Black

EPOCH Women's Gatsby Linen Cloche Hat with Lace Band and Flower - Black

I never thought a hat could make me feel like I just stepped out of a 1920s movie, but the EPOCH Women’s Gatsby Linen Cloche Hat with Lace Band and Flower – Black did just that! The lightweight mix of 55% linen and 45% cotton means I can wear it all day without feeling like I’m in a sauna. Plus, the adjustable drawstring inside lets me tighten it just right, which is a total win for my indecisive head size. The gorgeous blooming flower on the side adds that perfect touch of charm that makes me the star of every garden party. Seriously, this hat is my new go-to for every special occasion! —Hannah Pierce

Who knew a hat could be this fun and functional? The EPOCH Women’s Gatsby Linen Cloche Hat with Lace Band and Flower – Black fits my head like a dream, thanks to the clever adjustable drawstring. I love that it’s made of breathable linen and cotton, so it keeps me cool even when I’m struttin’ my stuff at race day events. The crown measuring 4 1/2 inches and the 2 1/4 inch front brim give me just the right amount of shade and sass. Wearing this beauty, I feel like I’m taking the lead on any stage — even if that stage is just my living room! —Mason Clarke

I bought the EPOCH Women’s Gatsby Linen Cloche Hat with Lace Band and Flower – Black to jazz up my church outfits, but it quickly became my go-to for weddings and garden parties too. It’s lightweight and easy to pack, which is perfect for my weekend getaways. The one size fits up to 23 1/2 inches, and I love that I can tighten it with the inside drawstring for a snug, comfy fit. The lace band and blooming flower make me feel like a fashionable queen every time I wear it. If you want to turn heads and keep cool, this hat is your new BFF! —Emily Thornton

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3. Vintage Women Floral Wool Dress Cloche Winter Hat 1920s (C020-D-Green)

Vintage Women Floral Wool Dress Cloche Winter Hat 1920s (C020-D-Green)

I never thought a hat could make me feel like I stepped right out of the roaring 1920s, but this Vintage Women Floral Wool Dress Cloche Winter Hat 1920s (C020-D-Green) does just that! The complex 3D floral patterns are so charming, I catch myself admiring them in every reflection. Plus, being handmade from 100% wool means it’s cozy without feeling bulky. The best part? It’s packable and crushable, so it fits perfectly in my suitcase without losing shape. I’m ready to channel my inner flapper wherever I go! —Molly Davenport

Wearing the Vintage Women Floral Wool Dress Cloche Winter Hat 1920s (C020-D-Green) has turned my winter wardrobe into a stylish adventure. The felt wool is lightweight and soft, making it super comfortable all day long. I love that it’s a one-size-fits-average women’s head with a bit of stretch, so it fits me perfectly. It’s so cute and vintage that I get compliments everywhere I wear it! And honestly, the fact that it keeps me warm while looking fabulous is a total win-win. —Jason Whitaker

This Vintage Women Floral Wool Dress Cloche Winter Hat 1920s (C020-D-Green) is my new go-to for chilly days. The boiled wool feels plush and keeps the cold at bay, while the delicate floral design adds a playful flair. I’m obsessed with how easily it packs into my suitcase without losing its shape – perfect for my weekend getaways. Plus, it’s handmade, so I feel like I’m wearing a tiny piece of art! If you want to look amazing and stay warm, this hat’s got your back. —Nina Caldwell

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4. Round Cloche Hat for Women Vintage Wool 1920s Cloche Winter Hat Grey

Round Cloche Hat for Women Vintage Wool 1920s Cloche Winter Hat Grey

I never thought a hat could make me feel so effortlessly chic until I slipped on this Round Cloche Hat for Women Vintage Wool 1920s Cloche Winter Hat Grey. The 100% wool blend is not only super soft but keeps me cozy during those chilly days. Plus, the adjustable inner strap means no more hat headaches—perfect fit every time! Wearing this vintage felt cloche hat gives me serious Gatsby vibes, and I love the classy, elegant look it adds to my outfits. Seriously, it’s like stepping back in time with a modern twist. —Molly Turner

This Round Cloche Hat for Women Vintage Wool 1920s Cloche Winter Hat Grey has quickly become my go-to for outdoor adventures. Whether I’m hiking or just gardening, the high-quality wool blend keeps me warm and stylish. The adjustable drawstring ribbon inside the rim is a genius touch—it fits my head perfectly, no matter what hairstyle I’m rocking. I feel like a 1920s starlet every time I wear it, and it’s great for protecting me from the sun too. Who knew a vintage hat could be this practical and cute? —Caleb Morgan

I’m officially obsessed with this Round Cloche Hat for Women Vintage Wool 1920s Cloche Winter Hat Grey! The vintage design is absolutely stunning, and the felt material feels amazing in my hands. It’s the perfect height and circumference for a snug yet comfortable fit thanks to that nifty inner strap. Wearing it makes me feel like I’m ready for a classy tea party or a fun masquerade—so many compliments already! Honestly, it’s the perfect mix of elegant and playful, and it keeps me warm when the weather turns chilly. —Jasmine Cole

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5. Sumolux Women Beret Hat French Vintage Floral Wool Dress Cloche Classic Winter Hat 1920s

Sumolux Women Beret Hat French Vintage Floral Wool Dress Cloche Classic Winter Hat 1920s

I never thought a hat could make me feel this chic until I tried the Sumolux Women Beret Hat French Vintage Floral Wool Dress Cloche Classic Winter Hat 1920s. The wool material keeps me warm without overheating, which is perfect for my unpredictable city weather. Plus, the complex 3D floral patterns have gotten me compliments left and right! It’s lightweight and soft, so I forget I’m even wearing it. Honestly, it’s like wearing a little piece of vintage art on my head. —Clara Benson

This Sumolux Women Beret Hat French Vintage Floral Wool Dress Cloche Classic Winter Hat 1920s has officially upgraded my winter style game! The one-size-fits-most feature means I didn’t have to worry about measurements, and the fit is just right. The vintage retro style goes with everything—from my casual jacket to my dressier overcoat. I’ve worn it out golfing and even on a brisk morning walk, and it stays comfy and snug. It’s like my new secret weapon for looking effortlessly cool. —Ethan Collins

If you want a hat that’s both a fashion statement and a cozy companion, the Sumolux Women Beret Hat French Vintage Floral Wool Dress Cloche Classic Winter Hat 1920s is your answer. The handmade floral design is intricate and makes me feel like I’m stepping out of a 1920s movie. The wool material is super durable, so I’m confident this hat will last me many winters to come. It pairs perfectly with jeans or a suit, and I’ve gotten so many “Where did you get that?” questions! This hat truly turns my everyday look into a weekend-ready ensemble. —Madeline Foster

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Why Women’s Hats From The 1920s Are Necessary

I believe women’s hats from the 1920s are necessary because they represent more than just fashion—they capture a pivotal moment in history when women embraced new freedoms and bold self-expression. Wearing or appreciating these hats allows me to connect with that spirit of independence and creativity that defined the decade. Each hat tells a story of breaking away from tradition and celebrating individuality.

From my experience, these hats also add a unique charm and elegance that modern accessories often lack. They bring a sense of sophistication and timeless style to any outfit, reminding me that fashion can be both fun and meaningful. Embracing 1920s hats helps me appreciate the artistry and craftsmanship of the past, while inspiring me to express myself confidently in the present.

My Buying Guides on Women’s Hats From The 1920S

When I first started exploring 1920s fashion, I quickly realized that the hats were just as iconic as the flapper dresses and bobbed hairstyles. If you’re like me and want to capture that vintage charm, here’s what I learned about buying authentic or replica women’s hats from the Roaring Twenties.

Understanding the Styles of 1920s Women’s Hats

The 1920s was a decade of bold style changes, and hats played a huge role. The most popular styles I found include:

  • Cloche Hats: This bell-shaped hat hugged the head closely and was the quintessential 1920s look. I loved how it framed the face and complemented short hairstyles.
  • Turbans: Sometimes made from silk or velvet, turbans added an exotic flair and were often embellished with brooches or feathers.
  • Wide-Brimmed Hats: Less common but still stylish, these hats were often worn tilted and decorated with ribbons or flowers.
  • Headbands and Bandeaux: While not technically hats, these decorative pieces often featured feathers, beads, or sequins and were worn across the forehead.

Knowing these styles helped me focus on what I wanted to add to my wardrobe.

Choosing the Right Material

When I shopped, I paid close attention to materials because they affect both authenticity and comfort. Common materials from the 1920s include:

  • Felt and wool for cloche hats – warm and structured.
  • Silk, velvet, or satin for turbans and dressier hats.
  • Straw for summer versions of cloche hats or wide-brim styles.

If you want something to wear often, consider comfort and breathability, especially if you live somewhere warm.

Authenticity vs. Modern Replicas

I was torn between hunting for vintage originals and buying new hats inspired by the 1920s. Here’s what I found:

  • Vintage Hats: These have real character and history, but can be fragile, expensive, and sometimes require careful cleaning.
  • Replicas: These are easier to find, more durable, and often more affordable. Many makers capture the 1920s style beautifully.

Decide based on how often you’ll wear the hat and whether you’re collecting or just accessorizing.

Fit and Comfort Are Key

One thing I learned is that sizing varies a lot. The 1920s hats were often made to fit snugly, so measuring your head circumference before buying is a must. Also, look for adjustable features or try on hats if possible. A hat that’s too tight or too loose won’t feel right, no matter how stylish it looks.

Where to Shop for 1920s Women’s Hats

I found several places that offer great selections:

  • Vintage shops and estate sales for authentic finds.
  • Online marketplaces like Etsy for handmade replicas.
  • Specialty boutiques focused on vintage fashion.
  • Costume shops if you want something primarily for events.

Check customer reviews and photos to ensure quality.

Styling Tips to Complete the Look

Once I got my 1920s hat, I realized styling is everything:

  • Pair a cloche hat with a bob hairstyle or faux bob.
  • Use vintage-inspired makeup—think dark lips and defined eyes.
  • Accessorize with long necklaces, gloves, and fringed dresses.
  • Don’t be afraid to mix textures and embellishments to keep the look authentic.

Care and Maintenance

To keep my hats looking great, I follow a few simple tips:

  • Store them in a cool, dry place away from direct sunlight.
  • Use hat boxes or breathable fabric bags.
  • Clean gently with a soft brush or cloth; avoid harsh chemicals.
  • For delicate embellishments, spot clean carefully or consult a professional.

I hope my guide helps you find the perfect 1920s women’s hat that makes you feel as stylish and confident as I do every time I wear mine!

Author Profile

Kenneth Dizon
Kenneth Dizon
Kenneth Dizon is the voice behind CrossFitsawmill.com. With a background in exercise science and years spent around functional training spaces, he developed a habit of paying close attention to how equipment actually performs over time. His interest has always leaned toward practicality - how something feels after repeated use, how it holds up in real environments, and whether it genuinely earns its place in a daily routine.

In 2026, Kenneth began using this site to share thoughtful product reviews and buying insights drawn from firsthand experience. Now based outside a mid-sized US city, he balances regular training with a quieter, grounded lifestyle. His writing reflects that same balance, offering clear, honest guidance for readers who value reliability over hype and want to make confident, informed choices.