Preppy fashion, though classic, is constantly evolving. Whether it's the rugby shirts and denim of the '50s, the button-downs and blazers of the '80s, or '90s pleats and slacks, this aesthetic ...

Created as a tribute to The Hamptons, the new Polo by Ralph Lauren SS25 collection exemplifies preppy style. See our ...

“It took an Italian brand like Miu Miu to make us want to dust off our Preppy Handbooks, embrace this collegiate ... evoked a polished feeling that has now become irresistible to the fashion ...

On Sunday, Nicola Peltz Beckham debuted a brand new look that effortlessly leaned into this zeitgeisty trend. The actress ...

headbands have been a major source of inspiration that's come out of Fashion Month. And the modern preppy headband is looking more athleisure than posh, with people gravitating toward elastic ...

While we would say all Sporty & Rich collections come with a distinct preppy-inspired style, this latest collection, in ...

Read our full commerce guidelines here. Some fashion trends occupy a fleeting existence, whereas others boast comeback after comeback. The preppy renaissance is testament to the Ivy League ...

Once we got past the fact that it felt like we were seeing double, we were blown away by Marlowe’s fashion sense. The 12-year-old looked so grown up and stylish in the preppy-chic outfit she ...

Although the 29-year-old generally strives to emulate Carolyn Bessette-Kennedy with her street style, I couldn't help but see a couple more references in her color-blocked ensemble. A tiny pair of ...