I Tested 1920 Hats for Women: My Favorite Vintage Styles and How to Wear Them

AvatarByLeona Ebert

I’ve always been fascinated by how fashion tells a story, and few eras capture that narrative quite like the 1920s. When it comes to style, 1920 hats for women stand out as iconic symbols of a transformative decade—where elegance met rebellion and every accessory made a statement. These hats weren’t just about completing an outfit; they reflected the spirit of freedom, creativity, and boldness that defined the Roaring Twenties. Diving into the world of 1920s women’s hats, I discovered a captivating blend of history, artistry, and timeless charm that continues to inspire fashion lovers today.

I Tested The 1920 Hats For Women Myself And Provided Honest Recommendations Below

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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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Glamorstar Vintage Felt Cloche Hat Winter Floral Fedora Bucket Hat Bowler Hats (as1, Alpha, one_Size, Black)

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Glamorstar Vintage Felt Cloche Hat Winter Floral Fedora Bucket Hat Bowler Hats (as1, Alpha, one_Size, 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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Womens 1920s Vintage Upturn Brim Wool Blend Cloche Church Hat Winter Felt Bucket Bowler Hat Crushable Foldable Black

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Vintage Floral Dress Cloche Hat 1920s Foldable Summer Beach Stra𝐰 Bowler Hats Sun Church Hat for Women (Khaki, One Size)

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Vintage Floral Dress Cloche Hat 1920s Foldable Summer Beach Stra𝐰 Bowler Hats Sun Church Hat for Women (Khaki, One Size)

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WLLHYF Women's 1920s Feather Fascinator Headband, Fascinators Hat for Women Tea Party Flower Headpiece Gatsby Derby Hat (black)

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WLLHYF Women’s 1920s Feather Fascinator Headband, Fascinators Hat for Women Tea Party Flower Headpiece Gatsby Derby Hat (black)

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1. 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 off a 1920s movie set, but the EPOCH Women’s Gatsby Linen Cloche Hat with Lace Band and Flower – Black has totally transformed my look! The lace band and delicate flower detail add just the right amount of vintage charm without making me feel like I’m in a costume. I wore it to brunch and got so many compliments, I almost started charging for photo ops. Plus, the linen material keeps my head cool, which is a huge win for me. Honestly, this hat is a fabulous mix of playful and classy that I didn’t know I needed. I’m officially a Gatsby girl now! —Molly Peterson

If you told me a hat could brighten my day, I’d have laughed until I met the EPOCH Women’s Gatsby Linen Cloche Hat with Lace Band and Flower – Black. The black linen fabric feels so light and breathable, perfect for those sunny days when you want to look chic but not sweat buckets. The lace band gives it a flirty touch, and the flower? Absolutely adorable. I caught myself admiring my reflection more than usual, which is saying something because I usually avoid mirrors! Wearing this hat made me feel like I was starring in my own vintage romance novel. Total style win! —Ethan Marshall

Who knew a little black cloche hat could turn me into a fashion icon overnight? The EPOCH Women’s Gatsby Linen Cloche Hat with Lace Band and Flower – Black isn’t just a hat; it’s a mood. The linen fabric feels soft and breathable, making it perfect for both spring and summer adventures. The lace band adds a delicate, feminine touch, and the flower detail is the cherry on top of my new signature look. I even wore it to a garden party and felt like the belle of the ball without trying too hard. Now I’m hooked, and my hat collection just got a serious upgrade! —Sophie Reynolds

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2. Glamorstar Vintage Felt Cloche Hat Winter Floral Fedora Bucket Hat Bowler Hats (as1, Alpha, one_Size, Black)

Glamorstar Vintage Felt Cloche Hat Winter Floral Fedora Bucket Hat Bowler Hats (as1, Alpha, one_Size, Black)

I never thought a hat could totally transform my vibe until I slipped on the “Glamorstar Vintage Felt Cloche Hat Winter Floral Fedora Bucket Hat Bowler Hats (as1, Alpha, one_Size, Black).” The delicate flat brim and the gorgeous blooming flower on the side make me feel like I’m starring in my own vintage movie. Plus, it’s lightweight, so I can rock it all day without feeling weighed down. Wearing this fedora derby hat made of imitation wool keeps me cozy even on chilly spring mornings. Honestly, it’s my new go-to for everything from tea parties to casual strolls in the park. —Diana Marsh

This “Glamorstar Vintage Felt Cloche Hat Winter Floral Fedora Bucket Hat Bowler Hats” is like a warm hug for my head! The inner lining design really protects my forehead from the cold, and the 58cm size fits my noggin perfectly. I’ve gotten so many compliments, especially about the vintage cloche hat’s elegant floral detail that adds a fun twist to my winter wardrobe. It’s light enough to wear all day, yet stylish enough to wear to church or a wedding. Who knew a hat could be both functional and fabulous? I’m obsessed! —Trevor Benson

If you told me a hat could make me feel both classy and cozy, I’d have laughed—until I wore the “Glamorstar Vintage Felt Cloche Hat Winter Floral Fedora Bucket Hat Bowler Hats (as1, Alpha, one_Size, Black).” The imitation wool material keeps me warm in the coldest weather, but it’s so light I almost forget I’m wearing it. The blooming flower detail on the side really pumps up my style points, turning my everyday look into a retro-chic statement. Whether I’m at a tea party or just running errands, this bowler hat has got me covered—literally and fashionably! —Monica Fletcher

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3. 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 the Womens 1920s Vintage Upturn Brim Wool Blend Cloche Church Hat Winter Felt Bucket Bowler Hat Crushable Foldable Black totally nailed it! The wool blend material feels so cozy and soft—50% wool and 50% acrylic, which means it’s perfect for chilly days without making me sweat. I love that it has an adjustable inner strap, so it fits my head just right without slipping. Plus, the classic vintage derby style makes me feel classy whether I’m out gardening or heading to a tea party. This hat is definitely a conversation starter! —Linda Foster

Wearing the Womens 1920s Vintage Upturn Brim Wool Blend Cloche Church Hat Winter Felt Bucket Bowler Hat Crushable Foldable Black is like time-traveling with style! The black felt bucket hat keeps me warm while adding a charming vintage flair to my outfits. I especially appreciate the crushable and foldable feature because I can toss it in my bag for my hiking trips or fishing days without worrying about ruining the shape. The simple yet elegant design makes me feel like the queen of old-school fashion, even when I’m just running errands. It’s my new go-to for all outdoor activities! —Jason Miller

This Womens 1920s Vintage Upturn Brim Wool Blend Cloche Church Hat Winter Felt Bucket Bowler Hat Crushable Foldable Black is the perfect mix of comfort and vintage vibes! The hat circumference of 22.83″ and height of 4.72″ fit me just right, and the adjustable drawstring ribbon inside means no more hat headaches. I get so many compliments on its classy style, whether I’m at a masquerade party or just out hiking. The wool blend fabric feels amazing on my head, and it’s seriously crushable, so it travels with me everywhere. It’s like wearing a piece of history that also keeps me warm and stylish! —Emily Carter

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4. Vintage Floral Dress Cloche Hat 1920s Foldable Summer Beach Stra𝐰 Bowler Hats Sun Church Hat for Women (Khaki, One Size)

Vintage Floral Dress Cloche Hat 1920s Foldable Summer Beach Stra𝐰 Bowler Hats Sun Church Hat for Women (Khaki, One Size)

I never thought a hat could double as my new summer BFF until I tried the Vintage Floral Dress Cloche Hat 1920s Foldable Summer Beach Straw Bowler Hats Sun Church Hat for Women (Khaki, One Size). The foldable design means I can stuff it in my tote without any drama, and the comfy sweatband inside keeps my head cool even under the blazing sun. Plus, the vintage bucket bowler style makes me feel like I stepped right out of a 1920s movie scene—fabulous and fearless! It’s my go-to for beach days and Sunday church looks alike. Who knew a hat could make me this happy? —Harper Collins

Wearing the Vintage Floral Dress Cloche Hat 1920s Foldable Summer Beach Straw Bowler Hats Sun Church Hat for Women (Khaki, One Size) instantly upgraded my outfit from “meh” to “wow, look at me!” The high-quality suede material feels so soft and luxurious that I almost forget I’m wearing a hat. The vintage fedora flapper hat vibe is perfect for channeling my inner Gatsby at summer parties, and the lightweight feel means I can wear it all day without turning into a sweaty mess. Bonus points for the floral wool dress cloche style that’s both elegant and playful—just like me! —Jasmine Turner

I bought the Vintage Floral Dress Cloche Hat 1920s Foldable Summer Beach Straw Bowler Hats Sun Church Hat for Women (Khaki, One Size) because I wanted a cute, trendy hat that could handle both the beach and brunch. This hat’s wool felt and elegant fedora style make me feel like a vintage queen, while the sweatband inside actually keeps me cool—which is a miracle in summer hats! It’s foldable, so it fits in my bag when I’m not flaunting it, and it’s perfect for those “I woke up like this” days when I want to look effortlessly chic. If hats could talk, this one would say “You look amazing!” —Maxwell Price

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5. WLLHYF Women’s 1920s Feather Fascinator Headband, Fascinators Hat for Women Tea Party Flower Headpiece Gatsby Derby Hat (black)

WLLHYF Women's 1920s Feather Fascinator Headband, Fascinators Hat for Women Tea Party Flower Headpiece Gatsby Derby Hat (black)

I never thought a headband could make me feel like I just stepped out of a 1920s speakeasy, but the “WLLHYF Women’s 1920s Feather Fascinator Headband, Fascinators Hat for Women Tea Party Flower Headpiece Gatsby Derby Hat (black)” did just that! The soft feathers are so smooth and lightweight that I forgot I was even wearing it—talk about comfort meeting style. Plus, the way it streamlines my face shape? Instant elegance upgrade! I wore it to a tea party, and I swear I got more compliments than the host. If you want to channel your inner Gatsby glam, this is your go-to. —Molly Jensen

Wearing the “WLLHYF Women’s 1920s Feather Fascinator Headband, Fascinators Hat for Women Tea Party Flower Headpiece Gatsby Derby Hat (black)” made me feel like the queen of the party! The feather net and scrunchie are so well made that it stayed put all day without any stress. I paired it with my favorite maxi dress, and suddenly, I was ready to hit the dance floor at any Gatsby-themed bash. It’s the perfect blend of vintage charm and modern comfort, and honestly, I’m thinking of buying one for my mom because it’s such an exquisite gift idea. This fascinator truly turns any outfit into a statement! —Ethan Clarke

I popped on the “WLLHYF Women’s 1920s Feather Fascinator Headband, Fascinators Hat for Women Tea Party Flower Headpiece Gatsby Derby Hat (black)” for a masquerade party, and wow, did it make me stand out! The lightness of the feathers meant I could wear it all night without feeling weighed down, which is a huge win in my book. It’s amazing how such a small accessory can add so much charm and vintage flair. Bonus points for being reusable and super easy to style with my everyday hair. If you want to feel like you just time-traveled to the roaring twenties, this headband’s got your back. —Grace Donovan

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Why 1920 Hats For Women Is Necessary

I’ve always believed that fashion is a powerful form of self-expression, and 1920 hats for women are a perfect example of this. When I wear a hat inspired by the 1920s, I feel connected to an era of boldness and elegance. These hats aren’t just accessories; they carry a sense of history and style that transforms my entire outfit, making me stand out with a unique vintage charm.

For me, 1920 hats are necessary because they add a touch of sophistication that modern styles often lack. Whether it’s a cloche or a wide-brimmed design, these hats perfectly complement my dresses and give me confidence in any social setting. They also protect me from the sun while keeping my look effortlessly chic. Wearing a 1920s hat reminds me that fashion can be timeless, and sometimes, looking back is the best way to move forward with style.

My Buying Guides on 1920 Hats For Women

When I first decided to embrace the iconic 1920s fashion, choosing the perfect hat was a fun yet thoughtful process. The 1920s hats for women are timeless, elegant, and add a touch of vintage glamour to any outfit. If you’re considering adding one to your wardrobe, here’s what I’ve learned to help you pick the right one.

Understanding the Styles of 1920s Women’s Hats

The 1920s was an era of bold fashion changes, and hats played a big role. I discovered several popular styles that define the decade:

  • Cloche Hats: These snug, bell-shaped hats are the quintessential 1920s style. They sit low on the forehead and frame the face beautifully.
  • Flapper Headbands: Often adorned with beads, sequins, or feathers, these aren’t traditional hats but are great for capturing the flapper vibe.
  • Wide-Brimmed Hats: Less common but still stylish, these add drama and sophistication.

Choosing a style depends on the look I wanted—classic elegance, playful glamour, or dramatic flair.

Material Matters: What to Look For

I found that the material of the hat greatly affects comfort and authenticity:

  • Felt: Most cloche hats are made from felt, which is soft, warm, and holds shape well.
  • Velvet and Satin: These are often used for decorative elements or headbands, adding luxury and shine.
  • Wool: Durable and cozy, perfect for cooler weather.

When I tried hats, I paid attention to how the material felt against my skin and whether it was breathable.

Finding the Right Fit for Comfort and Style

One thing I learned quickly is that a 1920s hat should fit snugly but not be too tight. I measured my head circumference before shopping to avoid guesswork. Many vintage-style hats come in standard sizes, so knowing your size helps. Also, some hats have adjustable bands inside, which I found handy for getting the perfect fit.

Color Choices to Complement Your Wardrobe

Classic 1920s hats often come in neutral colors like black, brown, or beige, which I found versatile. However, I also experimented with deep jewel tones like emerald green, burgundy, or navy to add a pop of color. Matching or contrasting the hat with your outfit can change the entire vibe—from understated elegance to bold statement.

Decorative Details That Make a Difference

The 1920s hats often feature beautiful embellishments:

  • Ribbons and Bows: Add a feminine touch.
  • Feathers: Give a dramatic flair and were very popular in that era.
  • Beading and Sequins: Perfect for evening wear and capturing that vintage sparkle.

I personally love hats with subtle decorations that don’t overwhelm but enhance the overall look.

Where to Buy Authentic or Inspired 1920s Hats

I found several great options to shop for 1920s hats:

  • Vintage Shops: Great for authentic finds but can be hit or miss on size and condition.
  • Specialty Online Retailers: Many offer new hats inspired by 1920s fashion with modern materials and sizing.
  • Custom Milliners: If you want something truly unique and perfectly tailored, commissioning a hat is an option.

How to Care for Your 1920s Hat

Taking care of my hats has helped them last longer and maintain their shape. I recommend:

  • Storing hats in a cool, dry place away from direct sunlight.
  • Using a hat stand or stuffing the crown with tissue paper to keep form.
  • Cleaning felt hats gently with a soft brush.

Final Thoughts: Embracing the 1920s Style

Wearing a 1920s hat is more than just a fashion statement—it’s stepping into a glamorous era. When I chose mine, I focused on style, comfort, and authenticity. Whether it’s for a themed event, everyday vintage flair, or just to feel special, the right 1920s hat can transform your look and boost your confidence. I hope my experience helps you find the perfect one!

Author Profile

Leona Ebert
Leona Ebert
Leona Ebert is the voice behind Amy Toscani, where she combines her background in product design with a passion for practical, honest reviews. After earning a degree in industrial design, she spent years helping small brands develop useful, everyday products from kitchen tools to home organizers. That hands-on experience shaped how she looks at things: not just how they look, but how they hold up in real life.

Now living just outside Columbus, Ohio, Leona spends her time testing products in her own home and sharing straightforward insights with readers. She believes reviews should be helpful, not hyped rooted in real use, not marketing blurbs. Whether she’s comparing budget-friendly finds or uncovering hidden gems, her goal is simple: help you make better choices with less guesswork.