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5 Reasons Trilby Hats Are Better Than Fedoras

By Taylor James


Updated on

Both the fedora and the trilby are classic brimmed hats that are all too often confused for one another. However, the styles are worn differently and often pair with different outfits.

Trilby hats

The trilby has a shorter brim than a fedora which some prefer. It has a more casual vibe and potentially a lower price tag.

They’ve been popular amongst celebrities like Frank Sinatra since the 1950s.

Trilby Hats Have Shorter “Stingy” Brims

One of the ways you can tell the two hats apart is by the brim. Trilby hats typically have a shorter brim, which many refer to as a “stingy” brim in the hat world.

The back part of the brim curls upward, while the front part typically slopes forward. Trilby fans may prefer this style of brim over the wider version found on fedoras.

You can check out this popular Stetson trilby on Amazon.

It’s More Casual Than the Fedora

These hats’ history and cultural context still influence how the world perceives them. The trilby came from a tradition of sportswear, making it much more casual than the typically formal fedora. This hat’s accessible, casual nature makes it more appealing to many than the fedora.

Trilby hats are also worn on the back of the head, so do not cover the eyes.

Discover more intriguing facts about the Trilby here.

Can Have a Cheaper Price Tag

Because the trilby is a more casual hat, you’ll find a wider range of materials and price points when shopping for this hat. You can find trilbys with lighter materials with a lower price tag, making it a great starter hat. If you’re interested in trying out this style without making a significant investment, you can easily do that when shopping for a trilby.

Due to their more formal style, Fedoras can often be a more expensive choice. If you’re unsure which hat is best for you, the price tag of a proper fedora may not encourage you to proceed.

 Check out this great value classic and popular trilby on Amazon.

Frank Sinatra Wore a Trilby

Many iconic images of men in hats from the mid-20th century feature a trilby. Frank Sinatra wore a trilby as his signature hat, as did the fictional character Don Draper from the series Mad Men.

These top-of-the-line trilbys contributed to their cool, masculine look. If you’re looking to emulate that era in your style, you’ll want to choose a trilby over a fedora for an authentic ensemble.

Read more about Frank Sinatra and his hats here.

They May Avoid the Fedora Stereotypes

Whether or not you think they’re accurate, it’s undeniable that the fedora has accumulated many negative stereotypes surrounding it.

If you’re looking for a new choice in headwear that doesn’t have such negative connotations, you can choose the trilby over the fedora. However, others still may confuse the two.

Final Thoughts

If you’re looking for a new brimmed hat to elevate your style and don’t know what to choose, a trilby can be a good choice. From its casual style to its shorter brim to its accessibility, you can enjoy trying out a trilby without a big investment.

About Taylor James

As Philip Treacy once said, “How a hat makes you feel is what a hat is all about.” And on that note, I hope you enjoy your hats and find the site useful. Learn more about Hat Realm's Editorial Process.