Maidstone Club
Founded in 1891, the Maidstone Club in East Hampton has been a seasonal retreat for New York's elite for over a century. Not only does it boast a prime beachside location, it's also home to a world-renowned golf course, over 20 tennis courts, a clubhouse restaurant, and some hard-to-get cabanas. The Maidstone is notoriously selective when it comes to accepting members, no matter how much money or fame you claim.
[Photo via @bully_hill]