The Run Down

Walking through Chicago's Gold Coast neighborhood is the like the real life version of scrolling through Zillow and daydreaming about the type of place you'd buy once that dogecoin investment comes through. It's dotted with historic mansions and beautiful row homes that make this not only the most expensive neighborhood in Chicago, but also the seventh richest urban neighborhood in the United States. While you can expect to find the usual clusters of high end retail stores, fashion brands, and fine dining options, we've got other plans in mind. For this guide we've got a classic date night that starts at a small, intimate Italian restaurant for shared plates of burrata. Afterwards, you'll head down the street to a 1940's, Cuban-inspired cocktail bar to end the night.

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