Address: 1 E 60th St.
This gated Fifth Avenue clubhouse is an old one. It started in 1891, when some of New York’s then most powerful lads—J.P. Morgan, William Vanderbilt, and William C. Whitney among them—decided scorned financiers needed an all-gentlemen den of their own. Although relegated to the Annex until 1940, ladies joined the clandestine action early on. Rumor has it members shell out around $5,000 a year to savor the perks of this millionaire’s pow-wow, yet still don’t dare show up sans jacket and tie. Once inside, don’t be surprised if you run into political celebs like Bill Clinton.