20 Old Hat Styles Due for a Comeback

John Firth, BIPs/Getty Images
John Firth, BIPs/Getty Images

One thing that illustrated and photographic archives have taught us is that people have always known how to rock a stylish piece of headwear. From squat caps to towering toppers, history has produced a hat for every occasion. Here are 20 old styles that, with a healthy dose of fashion and confidence, could still look just as fabulous today.

1. THE CLOCHE

A woman wearing a cloche hat decorated with flowers.
Sasha, Getty Images

The sleek, head-hugging cloche was the perfect companion to the bobbed hairstyle worn by flappers in the 1920s. The hats were typically left plain to emphasize their bell-shaped silhouette, though they also offered a blank canvas for embellishment. The cloche was most popular during the Jazz Age but it’s occasionally incorporated into retro fashion styles today.

2. THE OTTOMAN HEADDRESS

In Ottoman ceremonial costumes, hats played a starring role. The headgear often featured bright colors, feathery ornamentations, and elaborate designs that signified status. The wearer’s class, religion, gender, and clan could all be gleaned from the way the fabric in their headdress was layered.

3. THE BOWLER HAT

Oscar Wilde wearing a bowler hat in 1885.
Oscar Wilde wearing a bowler hat in 1885.
Hulton Archive/Getty Images

The top hat was popular in the 19th century but it wasn't always the most practical choice for outdoor activities. When looking for a way to protect the heads of horseback riders from branches, brothers Thomas and William Bowler came up with their namesake cap. The bowler hat was sturdy, compact, and appropriate for most any occasion. Though the bowler hat largely fizzled out by the 1980s, the item's original London manufacturers Lock & Co. still sell thousands each year.

4. THE PILLBOX HAT

Woman wearing a pillbox hat in the 1960s.
Chaloner Woods, Getty Images

Unlike some hats from history, this one was prized for its simplicity. It could be easily identified by its brimless, round shape evoking that of a pillbox. It began gaining steam in the 1930s before reaching peak popularity with First Lady Jackie Kennedy in the 1960s.

5. THE FASCINATOR

Victoria Beckham wearing a fascinator in 2007.
Victoria Beckham wearing a fascinator in 2007.
Mark Mainz, Getty Images

Depending on the look you’re going for, a fascinator can be worn as a subtle accent item or a show-stealing statement piece. The hat is defined as an ornamental headpiece that’s secured to the crown using a headband or comb. Once they fit that criteria, fascinators can take the form of flowers, feathers, fabric, or whatever else the wearer can engineer to stay on their head. And though they're still popular in the U.K., Americans don't tend to utilize fascinators outside of Derby Day attire.

6. THE TRI-CORNER HAT

A tri-cornered hat from Spain, circa 1780.
A tri-cornered hat from Spain, circa 1780.
Gabriel Bouys, AFP/Getty Images

In 17th century Europe and America, tri-cornered hats, or tricornes, gave men the opportunity to show off their lustrous wigs poking out from beneath the upturned brim. It's no surprise then that the hat style died out with the powdered wig fad, but that doesn't mean it isn't fit for a comeback. Even if wearers don't have wigs to flaunt, they could take a page from our forefathers' book and upgrade the hat itself with feathers, brocades, and fabrics—or maybe just sports insignias.

7. THE DEERSTALKER HAT

British actor Peter Cushing wearing a deerstalker hat circa 1960.
British actor Peter Cushing wearing a deerstalker hat circa 1960.
Keystone/Getty Images

If you’ve seen this hat anywhere, it was most likely on the head of someone portraying Sherlock Holmes. The headpiece has been tied to the character since the books were published in the 19th century (it was the illustrations—not the story—that did it, as Sir Arthur Conan Doyle never mentions the cap in the text). It’s peculiar that an urban detective would be wearing a deerstalker hat in the first place, considering they were designed for hunting game and not tracking clues, but the smartly styled hat's comeback should be ... elementary.

8. THE HENNIN

Illustration of a French woman wearing a hennin in the 15th century.
plaisanter, Flickr // CC BY-SA 2.0

These striking hats were a clear sign of royalty in the medieval era. Reinforced with wire or padding and draped in fine fabric, the cone-shaped hennin is still synonymous with the stereotypical princess today. English hennins were fairly modest in height, but the French version reached up to to three feet and the hat's Mongolian predecessor towered five to seven feet high.

9. THE NEWSBOY CAP

Newsboys in St. Louis in 1910.
Lewis Hine, Wikimedia Commons // Public Domain

This hat goes by many names (the big apple, the eight panel, the Gatsby), but its strongest association is with newsboys at the turn of the 20th century. The floppy, brimmed cap wasn't just popular with the younger working class. It was worn by men across the social ladder and was a common sight on the golf course.

10. THE PEACH BASKET HAT

Actress Marion Davies in a peach basket hat.
Actress Marion Davies in a peach basket hat.
Wikimedia Commons // Public Domain

The origin of this hat name isn't too hard to figure out: It resembles a bulky, over-turned fruit basket. The peach basket hat first appeared at the start of the 20th century, but it was shunned by many for being an "unpatriotic" display of vanity during the first world war. It was revived in the 1930s and experienced a popularity streak until the 1950s.

11. THE PORK PIE HAT

Actor Buster Keaton wearing his signature pork pie hat in 1939.
Actor Buster Keaton wearing his signature pork pie hat in 1939.
Wikimedia Commons // Public Domain

This hat is known for having a domed crown inside a pinched rim, creating a shape similar to that of a certain savory pastry. The style was originally worn by women in the 19th century and was later embraced by men’s fashion in the early 1900s (thanks in part to Buster Keaton). It’s not as popular as it was in the 1920s but it recently enjoyed a brief return to the spotlight by way of the Heisenberg character on Breaking Bad.

12. THE CARTWHEEL HAT

Actress Fanny Brice wearing a cartwheel hat circa 1910.
Actress Fanny Brice wearing a cartwheel hat circa 1910.
Wikimedia Commons // Public Domain

Out of context, a cartwheel hat could be mistaken for an hors d'oeuvres platter or a tiny landing pad. The hat was worn slightly askew for an eye-catching look and was often crafted from luxurious materials. But after catching on in the 1930s, the broad hats have since fallen out of fashion.

13. THE CHAPEAU BRAS

Bicorne hat.
Marie-Lan Nguyen, Wikimedia Commons // CC BY 2.5

With the chapeau bras, gentlemen in the 18th century proved you don't need to compromise style for convenience. The bicorne shape of the hat was designed to both sit comfortably on a head and fold flat when tucked beneath an arm. The French name roughly translates to "hat arm." It was a popular hat style among military men in the 1800s, including U.S. admiral George Dewey.

14. THE BOUDOIR CAP

For a brief period at the turn of the 19th century, hair nets were fashionable. Women used boudoir caps to protect their hair while getting dressed in the morning or at night, though more stylish designs also worked as statement-making loungewear. Typically made from silk, muslin, or other lingerie fabric, the cap was the perfect companion to the kimono negligee, which was just beginning to gain popularity in the West at the time.

15. THE EUGÉNIE HAT

The Eugénie hat is named after Empress Eugénie de Montijo, one half of France's last reigning royal couple. It's traditionally made from felt or velvet and worn tilted forward slightly to cover the wearer's eye. The hat saw an initial popularity spike in the mid-19th century, then a second after Greta Garbo wore a version of it in the 1930 film Romance.

16. THE GAINSBOROUGH HAT

Gainsborough hats, or picture hats, were popularized by 18th-century artist Thomas Gainsborough, who often depicted the society women in his portraits beneath massive headwear. The hats are known for their wide brims and over-the-top embellishments. It wasn't uncommon to see women walking around with stuffed birds perched on their hats during the style's peak.

17. THE PAMELA BONNET

Named for the protagonist of Samuel Richardson's 1740 novel, the Pamela bonnet was an elegant hat option for women in the 19th century. It's crafted from straw and tied with a ribbon in such a way that folds the wide brims against the wearer's cheeks. The sides of the hat slope down and away from the head, allowing the woman’s fashionable ringlets to peek out.

18. THE HALF HAT

The Queen wearing a half hat and waving from a car.
Queen Elizabeth II wearing a half hat in 1954.

The sleek, close hat trend reached its peak in the 1950s with the half hat. Part-hat, part-hair accessory, the half hat cups the back of the skull and curves across the crown, stopping just short of the ears. Milliner Lilly Daché received an American Designer award for the hat in 1941.

19. THE WHOOPEE CAP

The whoopee cap is best known as the crown hat Jughead wears in the Archie comics. Instead of buying a professionally-made version from a hat shop, wearers fashioned caps of their own by tattering the brims of old fedoras and turning them inside-out. The style appeared recently on Riverdale, the gritty Archie reboot, so a comeback may be on the way.

20. THE HOMBURG

British Foreign Secretary Sir Anthony Eden (right) with Neville Chamberlain, Leader of the Conservative Party, wearing Homburg hats while walking in London in 1937.
British Foreign Secretary Sir Anthony Eden (right) with Neville Chamberlain, Leader of the Conservative Party, wearing Homburg hats while walking in London in 1937.
Central Press/Hulton Archive/Getty Images

The Homburg isn't a household name like the top hat or the fedora, but the men’s hat is still a classic. The style is distinguished by a curled brim and a dent depressing the center of the crown. The future King Edward VII launched the trend in the late 19th century. When he brought a hat back with him following a visit to Bad Homburg, Germany, the rest of the world noticed his new look and started wearing Homburg hats of their own.

A shorter version of this story originally ran in 2017.

Blue Apron’s Memorial Day Sale Will Save You $60 On Your First Three Boxes

Scott Eisen/Getty Images
Scott Eisen/Getty Images

If you’ve gone through all the recipes you had bookmarked on your phone and are now on a first-name basis with the folks at the local pizzeria, it might be time to introduce a new wrinkle into your weekly dinner menu. But instead of buying loads of groceries and cookbooks to make your own meal, you can just subscribe to a service like Blue Apron, which will deliver all the ingredients and instructions you need for a unique dinner.

And if you start your subscription before May 26, you can save $20 on each of your first three weekly boxes from the company. That means that whatever plan you choose—two or four meals a week, vegetarian or the Signature plan—you’ll save $60 in total.

With the company’s Signature plan, you’ll get your choice of meat, fish, and Beyond foods, along with options for diabetes-friendly and Weight Watchers-approved dishes. The vegetarian plan loses the meat, but still allows you to choose from a variety of dishes like General Tso's tofu and black bean flautas.

To get your $60 off, head to the Blue Apron website and click “Redeem Offer” at the top of the page to sign up.

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The World's 10 Richest Cities

New York City.
New York City.
Drew Angerer/Getty Images

When a city has vibrant culture, a booming economy, and appealing real estate, it attracts a lot of high-profile residents. To see which world-class cities have the largest populations of wealthy individuals, check out this list of the richest cities in the world.

As CNBC reports, the United States is home to several wealthy cities, accounting for six of the urban centers in the top 10. New York takes the top slot, with 120,605 of the people living there boasting a net worth of $5 million or more. That's more than 4 percent of the global wealth population.

It's followed by Tokyo, where 81,645 residents have a net worth totaling at least $5 million. Hong Kong ranks third with 73,430 wealthy citizens. Other U.S. cities on the list include Los Angeles, Chicago, San Francisco, Washington, D.C., and Dallas. The other two cities in the top 10—London and Paris—are Europe's only representation.

The information used to compile the list comes from the data firm Wealth-X, which looked at global wealth statistics from the past decade. Cities that attract wealthy residents tend to have a high cost of living, but the richest cities in the world aren't always the most expensive to live in. After reading the list below, compare it to the 10 most expensive cities in the world.

  1. New York City, U.S.
  1. Tokyo, Japan
  1. Hong Kong
  1. Los Angeles, U.S.
  1. London, UK
  1. Paris, France
  1. Chicago, U.S.
  1. San Francisco, U.S.
  1. Washington, D.C., U.S.
  1. Dallas, U.S.

[h/t CNBC]