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 ...

With roots to the British countryside, the barn jacket is a practical, weather-proof canvas or waxed jacket with a ...

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

“It took an Italian brand like Miu Miu to make us want to dust off our Preppy Handbooks ... The boat shoes styled in this city context evoked a polished feeling that has now become irresistible to the ...

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 ...

This first limited-edition collection features a bow tie and cummerbund set, necktie, skipper tote and a silk clutch or ...

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 ...

Pairing socks and heels is a key preppy styling trick that gives off schoolgirl vibes. And there's no right way to do it, whether it's a coloblocking version or just an all-black look. In true Blair ...