From picnic blanket vibes to pretty office looks, gingham proves that some patterns never really go out of style.

The beauty of gingham lies in its chameleon-like ability to adapt to any occasion. Pair a gingham dress with sneakers for farmer’s market runs, or dress it up with heels for brunch dates.

These gingham shorts offer a preppy take on summer bottoms with classic checkered patterning, and the elastic waist makes them a comfortable summer staple you’ll reach for over and over.

In “Sirens,” the dress codes of “The Official Preppy Handbook” are followed to a comical, Lilly Pulitzer-laden T.

On Thursday, the actor proved to us just how much of a fashion chameleon she really is over a full day of press engagements in New York City, during which she wore three completely different outfits.

17. Massimo Dutti Nappa Leather Woven Bucket Bag Massimo Dutti When it comes to ‘preppy’ accessories, handbags that are less on-the-nose and more elevated or refined are the way to go.

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US News Princeton preppy murder victim received eerie warning text from other brother right before gruesome slaying By Emily Crane Published March 7, 2025, 7:39 a.m. ET ...