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Chicago Like a Local Blog

Unique perspectives on the city from the people who live here.

Tag - Chicago rooftop bar

Upstairs at The Gwen

Located on the fifth floor of The Gwen Hotel, Upstairs at The Gwen has design flourishes reminiscent of the Art Deco age, while retaining a modern sensibility that offers a bit of respite from the chaotic bustle of nearby Rush Street locales. It’s just a short elevator ride up to this new Chicago rooftop. Here’s a brief guide to what you might find when you stop by for a drink or for a more elaborate dining experience.

What if I told you it was possible to have perfectly prepared blueberry pancakes, creatively prepared chilaquiles and much more while taking in stellar views of Millennium Park and beyond? And oh yes: there’s downtempo soul music carefully curated as well. It’s all possible and it happens every Sunday from 10am-3pm at Cindy’s on the 13th floor of the Chicago Athletic Association Hotel in the Loop.

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