The Flatiron Room
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The Flatiron Room feels like a saloon on a 19th Century steam boat, and there will probably be live music when you go. On the ground floor, people hang out and drink at tables in a civilized fashion, and up a set of stairs there’s a semi-hidden space with a long communal table and a lounge area. If you have money to spend, and you’re looking for a bar with a guaranteed grown-up atmosphere, this is the place. And if your clients (or friends) want to choose from hundreds of different whiskeys, you’ve found the right spot.
Sure, The Flatiron Room can feel like you’re in the American Prohibition section of the Epcot Center, but that’s part of the fun. The other parts are the live music and the deep selection of whiskey. Music is typically jazz and blues, and it’s a good option for a third date.