For several generations, the community has maintained its "old-money summer colony" atmosphere, even as traditional summer communities have developed, namely Nantucket, Martha's Vineyard, and the Hamptons. New England traditions are evident in the popular hobbies of its residents, such as golf, sailing, and tennis, as well as the "privacy-loving, multigenerational families tucked into century-old shingled houses", with the majority being passed down in families for several generations. The New York Times notes that "Watch Hill impresses visitors with a strong sense of privacy and of discreetly used wealth—the rambling, old-fashioned, turreted and gingerbreaded Victorian summer houses with piazzas and softly rolling lawns have little in common with the overpowering castles of the very rich in Newport, a place rarely mentioned in Watch Hill even though it is barely 30 miles distant."
