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Millennium Park
Think Central Park, but more modern. And more fun. Next to the reflective Cloud Gate is Crown Fountain. Get in and play yourself or just watch the kids interact with the 50-foot tall towers on either end of the reflecting pool. Faces projected on big towers open and close their eyes – and periodically spit water at the (squealing) people below. Catch the free summer evening concerts at Pritzker Pavilion, all surrounded by a stunning city skyline. "As the day falls, the buildings illuminate and you get this magical sky," Kamerer said.