Channelling country-club chic has never been more stylish. The 'preppy' aesthetic simply comes from the term 'preparatory,' which refers to nostalgic elements referencing school uniforms.

The sleekest tops, coziest sweaters and dreamiest dresses that look like they're from a Sag Harbor boutique are under $28 on ...

We’re slightly obsessed with the dresses in particular, especially the ones that combine rich mom style with preppy, boutique-y and nautical elements. Hamptons-inspired fall dresses are a dream ...

6 at Spring St.; N, R at Prince St. This preppy menswear brand is inspired ... Jordan Cohen launched the label and flagship boutique in April 2009, splashing the walls with mint-green paint ...

If you click on links we provide, we may receive compensation. The pop star wore the skirt with a black crop top during an outing over the weekend in New York City with BFF Gigi Hadid Kimberlee ...

In the past, the actor has repped boutique Italian label Yuni Buffa ... her famously loungey off-duty ensembles—one that leaned preppy, thanks to an oversize navy and white striped sweater ...

Fashionable boutique performance brands like Satisfy ... The Boston-based brand, known for its preppy New England aesthetic, ...

Ananya Panday’s preppy outfit is full of demure glam. She donned a deep red long-sleeved, oversized sweater, exuding a laid-back, casual vibe. Underneath, she wore a collared shirt with ...

The actor sits down with Esquire to talk about his new campaign with the Ritz-Carlton, the supremacy of baggy pants, what’s ...