13 Brilliant Styles of Vintage Hats: Discover the Perfect One for You!

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Dive into the charming world of throwback trends with me as I bring you the best styles of vintage hats that are turning heads right now! As someone who lives and breathes vintage fashion, believe me when I say, I’ve scoured history’s closet to bring you the most stunning style of vintage hats you can find today.

And because I’m always on the lookout for the next best thing in vintage chic, I keep this list fresh and updated. Now, dive with us into the world of vintage hats, from The Pillbox Hat to The Bucket Hat.

Our Best Pick / Amazon Best Seller
Pillbox Hat (1960s)

Pros:

 Easy to wear with an alligator clip to secure to the hair

Sturdy and comfortable - one size fits it all

A true allrounder: For Parties, Weddings, Christmas, New Year's Eve and many more occasions

✅ +7,500 positive reviews

Cons:

❌ You may adjust the hat more regularly when it's windy

❌ Note about size: It's a tiny fascinator which is not big enough to cover the whole of your head

We earn a commission if you make a purchase, at no additional cost to you.

The Charm of  the Different Styles of Vintage Hats

As vintage enthusiasts, we can’t help but be drawn to the timeless charm of vintage hats. These headpieces not only add a touch of elegance to any outfit, but they also serve as a unique way to express our individuality. Here are some of the most brilliant styles of vintage hats that have stood the test of time.

The Pillbox Hat (1960s) – Styles of Vintage Hats

Vintage-Style-Hat-The-Pillbox
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The pillbox hat, made famous by Jacqueline Kennedy, is a classic style that remains popular to this day. This compact hat has a flat crown and no brim, making it the perfect accessory for any occasion. It’s a versatile piece that can be worn with both casual and formal attire.

The Bowler Hat (Mid-19th Century) – Styles of Vintage Hats

Vintage-Style-Hats-The-Bowler-Hat
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The bowler hat, also known as the derby hat, was originally designed for horseback riding. It has a low crown and a round, stiff brim. This hat is a great choice for a vintage-inspired look, and it’s also a unique gift idea for the vintage lover in your life.

The Pork Pie Hat (Late 19th Century) – Styles of Vintage Hats

The Pork Pie Hat - Styles of Vintage Hats
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The pork pie hat is a stylish and versatile option that can be worn by both men and women. It has a flat top and a narrow brim that curls up at the edges. This hat is perfect for adding a touch of vintage charm to any wardrobe.

The Boater Hat (Early 1900s) – Styles of Vintage Hats

The Boater Hat - Styles of Vintage Hats
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The boater hat, also known as the straw boater, is a classic style that was popular in the early 1900s. It has a flat crown and a wide brim that’s typically made of straw. This hat is perfect for adding a touch of vintage charm to a summer outfit.

The Newsboy Cap (Late 19th – Early 20th Century) – Styles of Vintage Hats

The-Newsboy-Cap-
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Our Favorite Pick
2 Pack Newsboy Hats for Men

Pros:

✅ Suitable for most sizes

✅ +1,800 ⭐⭐⭐⭐⭐ ratings on Amazon

✅ Incredible deal 2 for 1

✅ Stylish and comfortable

Cons:

❌ For very big heads, try to order one by one to check the size

❌ The material is very thin

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Originally worn by newspaper boys and the working class in the late 1800s and early 1900s, the newsboy cap is recognized by its full, round top and small brim. This cap has surged back into fashion for its retro appeal and casual, yet stylish flair.

The Fedora (Early 20th Century) – Styles of Vintage Hats

Vintage-Styles-of-Hats-The-Fedora
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The fedora is a timeless style that has been popular since the early 20th century. It has a soft brim and a creased crown. This hat is perfect for adding a touch of sophistication to any outfit.

The Beret (For-Centuries) – Styles of Vintage Hats

The Beret Hat - Styles of Vintage Hat
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The beret is a classic style that’s been popular for centuries. It has a soft, round crown and no brim. This hat is perfect for adding a touch of vintage charm to a casual outfit.

The Top Hat (19th Century) – Styles of Vintage Hats

The Top Hat - Styles of Vintage Hats
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The top hat is a formal style that was popular in the 19th century. It has a tall, cylindrical crown and a narrow brim. This hat is perfect for adding a touch of vintage elegance to a formal outfit.

The Turban Hat (For-Centuries) – Styles of Vintage Hats

The Turban Hat - Styles of Vintage Hats
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The turban hat is a unique style that has been popular for centuries. It has a soft, draped crown that wraps around the head. This hat is perfect for adding a touch of exotic flair to any outfit.

The Panama Hat (Early 20th Century) – Styles of Vintage Hats

The Panama Hat - Styles of Vintage Hats
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The Panama hat is a classic style that’s perfect for summer. It has a wide brim and a high, tapered crown. This hat is perfect for adding a touch of vintage charm to a summer outfit.

The Trilby Hat (Early 20th Century) – Styles of Vintage Hats

The Trilby Hat - Styles of Vintage Hats
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The trilby hat is a stylish and versatile option that can be worn by both men and women. It has a short brim that’s turned up at the back and a creased crown. This hat is perfect for adding a touch of vintage charm to any outfit.

The Homburg Hat (Late 19th Century) – Styles of Vintage Hats

The Homburg Hat - Styles of Vintage Hats
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A staple of men’s formalwear since the late 1800s, the Homburg hat is easily recognized by its creased crown and gently curled brim. Favored by statesmen and often seen as a symbol of dignity, it’s a classic choice for anyone aiming to exude a sense of vintage sophistication.

The Bucket Hat (1960s) – Styles of Vintage Hats

The Bucket Hat - Styles of Vintage Hats
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Our Best Pick
1920s Vintage Cloche Bucket Hat Ladies

Pros:

FASHIONABLE & VERSATILE

✅ +1,300 ⭐⭐⭐⭐⭐ reviews on Amazon

CRUSHABLE & PACKABLE

✅ WARM & COMFORTABLE

Cons:

❌ Could be too warm if you wear it the whole day

❌ Could be too big, order a size smaller than usually

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The bucket hat is a casual style that’s perfect for summer. It has a soft, round crown and a wide, downward-sloping brim. This hat is perfect for adding a touch of vintage charm to a casual outfit.

In summary, the different Styles of Vintage Hats are a great way to add a touch of timeless elegance to any wardrobe. These headpieces are not only stylish but also serve as a unique way to express our individuality. Whether you’re looking for a formal or casual style, there’s a vintage hat out there that’s perfect for you.

Styles of Vintage Hats –
Materials and Embellishments

Materials-and-Embellishments for Vintage Hats
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When it comes to vintage hats, the materials and embellishments used are just as important as the style itself. Here are some of the most popular materials and embellishments used in vintage hats:

Straw and Lace

Straw and lace are two materials that were commonly used in vintage hats. Straw hats were trendy in the summer months and were often adorned with lace, ribbons, and bows. Lace was also used to add a delicate touch to many hats, and could be used as an overlay or as a trim.

Ribbons and Bows

Ribbons and bows were a staple in vintage hat design. They were used to add color, texture, and dimension to hats. Ribbons could be tied in a variety of ways, from a simple knot to a dramatic bow. Bows were often used to accentuate the brim of a hat or to add height to the crown.

Fur and Netting

Fur and netting were often used to add a luxurious touch to vintage hats. Fur was commonly used in winter hats to provide warmth, while netting was used to add a delicate, ethereal quality to hats. Both materials could be used to create intricate designs and embellishments.

Accessorizing and Preserving Vintage Hats

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It is essential to take proper care of them so that they can last for many years to come. Here are some tips for maintaining the quality of vintage hats and creative ways to accessorize them.

Tips for Maintaining the Quality of Vintage Hats

Caring for vintage hats can be a delicate process. Here are some tips to help you preserve their quality:

  • Spot cleaning stains: When dealing with common stains like dirt, sweat, or makeup on vintage hats, caution is key. Use a soft-bristled brush or a clean cloth to remove dirt or dust gently. For sweat stains, lightly blot the area with a mixture of mild detergent and warm water, then rinse with a clean cloth dampened with water. 
  • Turning the trim: Often a trim is faded only on one side, and simply turning it to the other side makes a world of difference. For felt hats that need a full restoration, it is best to take the hat apart. Remove any trims, including the hat band, and remove the sweatband inside. Wash the felt gently, with as little agitation as possible, in a tub.
  • Avoid getting the hat wet: Use a cool hairdryer and lint roller to whisk away debris. For a hat caked in dust, use a damp towel, ringing it as dry as possible. Use light pressure and rub in a circle over the area. 

Creative Ways to Accessorize Vintage Hats

Vintage hats are not just for keeping the sun out of your eyes; they can also be a statement piece. Here are some creative ways to accessorize vintage hats:

  • Add a scarf: A scarf can be tied around the base of the hat, adding color and texture to the overall look.
  • Use hat pins: Hat pins can be used to hold the hat in place or to add a decorative touch. They come in a variety of styles and sizes, so you can choose the one that suits your hat best.
  • Add a brooch: A brooch can be pinned to the side of the hat, adding a touch of sparkle and elegance.
  • Pair with sunglasses: Sunglasses can be worn with vintage hats to create a chic and sophisticated look.

By following these tips for maintaining the quality of vintage hats and getting creative with accessorizing, you can keep your vintage hats looking great for years to come.

My Opinion – Styles of Vintage Hats

I absolutely love slipping on a vintage hat; it’s like stepping into a piece of history that’s still alive and stylish. They just have a way of adding character to any outfit, making you stand out in the best way possible. There are so many styles of Vintage Hats, there’s something for everyone!

Plus, there’s something special about the craftsmanship of vintage pieces that today’s hats can’t quite match. Among them all, the Pork Pie is my top pick. Its unique shape and the edgy vibe seem just to click with my personal style every time I wear it.

I really hope that you found the inspiration you were looking for. 
Let us know which Styles of Vintage Hats fit perfectly for you in the comments. 

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Frank Gutsmuths
Frank Gutsmuths

Meet Frank, the curator of nostalgia and vintage aficionado behind Vintaked. With a passion for bygone eras and an eye for timeless treasures, Frank takes readers on a journey through the enchanting world of vintage.

Drawing from a deep-seated love for history and aesthetics, Frank infuses each blog post with a blend of storytelling and expertise. Whether it's exploring the intricate details of antique jewelry or unraveling the stories behind vintage fashion trends, Frank brings a fresh perspective to the table.

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