The Upper East Side has never been about flare. Sure, there's the world famous Fifth and Park Avenues, as well as a street that feels a bit like an outdoor mall that's Madison Avenue; however, neither of these neighborhood stalwarts quite fit the bill of flare. They're elegant, layered with history, and though the word distinct or phrase "reserved for a certain type," may come to mind, there's no question that this segment of the Upper East Side, if nothing else, invites curiosity, and allows one's mind to dream a bit. "I wonder what it would be like to live in that building, that townhouse?"
While there are a few exceptions, typically, the farther east you go the more affordable the Upper East Side becomes. One bar that collects, compiles and arranges a bit of the most upscale portions of the Upper East and blends them with the new construction and promises of the Second Avenue line would be The Penrose.
Located at 1590 Second Avenue (between East 82nd and East 83rd), the bar and restaurant does a pretty strong job of actually wearing both hats. The bar's at the front and you'll find plenty of bar-side stools to claim just before you settle in and order your first of however many cocktails. And while some of the restaurant seating in the back is the less than desirable park bench style, there are more than a few traditional booths.
Thinking of dinner? Try the Kale Cobb Salad. Not sure when to visit? On Sunday nights there's live jazz.