Even though it’s well-known (especially as a spot for pre-wedding get-togethers), Drumbar still feels like nobody has discovered how nice it is. It’s on the rooftop of the Raffaello Hotel, which is in a non-crowded section of Streeterville. The menu has an extensive selection of bourbon, whiskey, scotch, and cognacs, and drinking here feels like hanging out in a private club - one you actually want to be a part of.
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Excellent sushi in an unlikely spot. This tiny restaurant at the bottom of the Hilton hotel on Mies van der Rohe Way street is worth a trip for any real sushi fan.
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St Lou’s Assembly
Saint Lou’s Assembly is a throwback restaurant reminiscent of a 1950′s cafeteria-style meat and three. It also has an excellent outdoor patio.
Gus’s World Famous Fried Chicken
Gus’s has great fried chicken in a cool Fulton Market loft space. Expect a bit of heat from their trademark cayenne heavy seasoning.
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Somerset is a restaurant in the Gold Coast serving excellent American food that you should be eating immediately.
The Purple Pig
Purple Pig has been around awhile, but it's still a great small plates restaurant that makes for a fun night.
3 Arts Club Cafe
Three Arts Cafe is a beautiful restaurant inside the atrium of the RH store. This place is one of a kind and a great afternoon hang.
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