Preppy style isn’t just an aesthetic; it’s an entire visual universe with a popped collar. We hardly have to mention “prep” for you to assemble the preppie look in your mind’s eye: a pearl choker worn ...

While each product featured is independently selected by our editors, we may include paid promotion. If you buy something through our links, we may earn commission. Read more about our Product Review ...

Once reserved for the privileged few, the style is now ubiquitous, open to broad interpretation, and accessible to all ...

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. Fall is a style smorgasbord—the perfect transitional weather to mix ...

The Kentucky Derby is perhaps the only day each year when preppy culture gets its chance to shine on a national stage. Known as the Run for the Roses, in which beautiful purebred horses race to the ...

While each product featured is independently selected by our editors, we may include paid promotion. If you buy something through our links, we may earn commission. Read more about our Product Review ...

The rise of rugby shirts in womenswear can be attributed to both the preppy style codes of Ivy League campuses, and street ...

Preppy clothing doesn’t have a designated season, per se, but clearly the genre hits its peak in warmer temps—ya know, when we’re all out yachting, or hitting the links, or just sipping beachcomber ...