When it comes to workwear staples, a great blazer is a no-brainer. Easy to dress up with skirts and trousers, or down with a ...

Funky trucker hats are all the rage with Gen Alpha, and apparently, they’re now preppy. These hats from Little Chicken Kids ...

Since back-to-school season is in full swing, it’s only right to serve preppy, collegiate style with ... has a cropped silhouette! 4. Pretty Patches: This varsity jacket features an assortment ...

With a rib knit constructed from silk and cashmere, plus patch pockets and horn buttons, it really doesn’t get more luxe than ...

Attention ancient users of the Internet—this includes you, too, Gen Z and millennial online dwellers: Preppy no longer means what you probably think it means. If you thought it still looked like ...

Children’s fashion has been elevated to designs beyond playful patterns and everyday basics, adopting ideas from its high-end ...

Billie Eilish put a casual spin on a preppy staple while performing at the ... with blue and red stripes and an American flag ...

The dress appeared to be made of a lightweight knit fabric and had patch pockets and a preppy collar. Christie Brinkley's White Button-Down Shirt Is the Layer-Friendly Staple You Can Wear Well ...

Every item on this page was chosen by a Town & Country editor. We may earn commission on some of the items you choose to buy.

“It’s dialling into preppy codes in a way that feels modern,” he says, adding that it’s important to “remove the stuffiness” of the brand’s boarding school vibe to tap the Gen Z crow ...

Whether you're looking for an oversized shirt, a classic preppy Oxford or a breezy short ... dropped shoulders, oversized patch pockets and a more relaxed, boxy shape that allows you to wear ...

At the restaurant, she’s wearing a hooded vest with patches of tweed, slim black pants and a black sweater. She shops at vintage and boutique clothing stores. She’ll go “odd and eccentric one day, a ...