I, for one, grew up in New Haven, cited often as a preppy epicenter in the Handbook, but the truth is that outside of the Yale campus, people were more likely to wear Air Jordans or Dr. Martens.

I may not have my own Cape house or yacht, but when I dress in a preppy style, I feel one step closer to attaining those dreams. 17 Rich Mom Spring Styles That Look Luxe but Won't Break the Bank T.

Once upon a time in breezy New England, preppies wore boat shoes so they'd be ready, at a moment's notice, to jump on a dock and sail into the whiskey-colored sunset off the Cape (or maybe the ...

The preppy style has its roots at old New England college preparatory schools. While its heyday was the 1980s, the look is still alive and well on Nantucket during the summer, says Trish Bridier ...

This is especially true if you're a New Englander who loves everything preppy, as the pop-up Though the 116 King Holiday Pop-Up that's coming to Old Town Alexandria on November 10 is in reality a ...

Perhaps it has something to do with her romantic fling with a Kennedy. Or a summer spent on Cape Cod. Whatever the reason, classic New England influences seemed to take pop princess Taylor Swift ...

Recently I went to Bunkers’ Bar to hear a band and have a glass of wine. I don’t often go to bars. It may be part of aging and the lack of sleep after alcohol. It may be my new self-consciousness in ...