If you're looking for old money, head to White Plains. The city is located in the heart of Westchester County, New York's stronghold of wealthy bedroom communities.
Meet and greet at Neighborhood Nights, a series of concerts, theater and entertainment throughout the city's parks. Find a partner downtown at Dancing Under the Stars. Or strap on your skates at the Ebersole Ice Rink. And while you can catch a Broadway-caliber show at the White Plains Performing Arts Center, remember that the Big Apple is just a half-hour train ride away.