Trilby Hats – 7 Intriguing Facts

Also called the “Brown Trilby” by the British, the Trilby hat, with a narrow brim, used to be popular among rich men who would don them at horse races. The hat got its name from a stage adaptation in London, and interesting enough, the hat has a shape similar to that of a Tyrolean hat. But these intriguing Trilby hat facts are only scratching the surface!

The first Trilby hat appeared in an 1894 London stage adaptation of George du Maurier’s ‘Trilby.’ The Trilby, which looks eerily similar to the Tyrolean hat, is festive year-round and looks best on men with slender shoulders (like Frank Sinatra). 

To learn seven intriguing facts about Trilby hats, read on!

Trilby Hats Got Their Name From the Novel ‘Trilby’

In 1894, the first play of the stage adaptation of George du Maurier’s ‘Trilby’ in London showcased the hat style, now known as the Trilby. The Trilby’s shape looks similar to that of a Tyrolean hat. The difference lies in the fabric and overall construction.

The Tyrolean is most common at traditional events (Oktoberfest being one), unlike the Trilby, which is often reserved for formal and informal events, even as casual summer wear. Trilby hats typically have a ribbon around them, whereas Tyrolean hats have strings curling around them, usually with a feather on one side of the hat. 

Both traditional Trilby hats are made with felt, but many Trilby hats are now made with straw, tweed, cotton, or wool blend.

People Always Confused the Trilby for the Fedora

Hat connoisseurs will know their Trilby or Fedora hats well, but not the average wearer. Many people mistake the two since they look so similar!

The differences between a Fedora hat and a Trilby hat are:

  • The Trilby’s brim is shorter than the Fedora’s
  • The Trilby’s front brim is angled down, whereas its back is slightly angled up
  • The Fedora has a more expansive, level brim
  • The Trilby’s crown is somewhat shorter than the Fedora’s

Read more about the difference in this article.

Check out this popular classic trilby on Amazon

Frank Sinatra Loved Trilby Hats

Yes, the infamous Frank Sinatra was always spotted wearing a Trilby hat, and that’s how most people still remember him. Today, you can even find Trilby hats sharing his name. Frank Sinatra was a fan of dark or muted Trilbies, often made of felt or wool, but always luxurious!

Sure, Frank Sinatra was also famous for his Fedora hats, possibly explaining the public confusion about the two. Sinatra arguably looked his best in his Trilby hats, which matched his slender shoulders and made him look very stylish. Read more about Sinatra’s hat in this article.

Other famous Trilby-wearers include Reggae Poet Linton Kwesi Johnson and actor Peter Sellers who played Inspector Clouseau.

Trilby Hats Can Be Worn All Year Round

Unlike certain hats that can only be worn during specific times of the year, the versatile Trilby hats can be worn all year round. When it’s summer, pick up Trilby hats made of tweed, straw, or cotton. When it’s winter, don Trilby hats made of warm fibers like wool, cashmere, or merino wool instead.

Depending on how you style your Trilby, it can make you look youthful. Match your light-colored straw-style Trilby hat with a smart casual or semi-casual outfit and loafers if you’re wearing it in the summer. In winter, you can swap your summer Trilby hat with a winter one made of felt and pair it with a matching warm coat, pants, and black shoes. Check out this popular trilby on Amazon from Belfry hats.

Trilbies Look Best on Men With Slender Shoulders

Both Fedora and Trilby are excellent hats regardless of the ongoing “which hat is better?” debate. It all depends on how the wearer wants to look. 

Because of the Trilby hat’s narrow brim and shorter crown, the hat is more suitable for men with slender shoulders — which explains why Sinatra looked good in it. Men with a broader build look better in Fedoras with a wider brim. 

Trilby hats don’t provide much protection from the sun, so they’re more of a fashionable accessory that looks more casual than Fedora hats, perfect for strolling in the cities.

The Trilby Isn’t Everyone’s Cup of Tea

The Fedora receives insults for being the hat worn by men who try hard to look cool. Sadly, the Trilby isn’t treated much differently. Some people think that the hats are old-fashioned, while some associate the hats with suits; therefore, they should not be worn with casual wear.

Not everyone wearing the Fedora or Trilby looks as cool as the legend Frank Sinatra or singer Justin Timberlake. Some people wear the Fedora or Trilby because their favorite characters wear them; take cartoon Inspector Gadget, for example, who wears a Trilby hat. Read why some people think the trilby is better than the fedora in this article.

‘Trilby’ Wasn’t Associated With a Hat, Initially

Although the Trilby hat got its name from a stage play, the word was a nickname of the foot referenced in the story. The story explained Trilby’s foot and how it became an adored object. Since one of the actors wore a hat that looked similar to the Fedora — but with a shorter crown and more narrow brim — during the performance, the hat was then named Trilby.

Final Thoughts

Trilby hats look very similar to Fedora hats, but they are not the same. Trilby hats have a shorter crown and a more narrow brim than Fedora hats. Trilby hats look stylish and sophisticated, and they’re very suitable for men with slender shoulders.

Although Trilby hats get terrible publicity (just like the Fedora), many people continue to wear them for elegance. Frank Sinatra was famous for his Fedora and Trilby hat collections, and many other prominent figures today also wear them.