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Chicago for Christmas?

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We are interested in spending 3-4 days before Christmas in Chicago. Do you think this is a wise idea?
How windy it gets in December?
How do we need to get dressed? heavy coats and boots?
What is there to do during this time of the year? Any "the must" museums, theatre plays we should get tickets for?
We are thinking about staying in one of the Marriott's property. Is 201 E Walton well located?

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