Assuming you have no budget constraints, here are some hotels that I_ve enjoyed in the area: The Renaissance Hotel and Hard Rock Hotel are nice, as is the W (there two in Chicago, you want the one in City Center not on the lake).
Restaurants that are well-loved in the area include: Burrito Beach (cheap fast food, but boy are those burritos good!), Heaven on 7 (Cajun food, casual), Rosebud (old-school Italian steakhouse), Morton_s (old Chicago Machine steakhouse), and Nick_s Fishmarket...or walk a little further to my favorite steakhouses Keefer_s and Ruth_s Chris (both extreme on the customer service scales) or take a cab to Navy Pier and go to Riva (not better food than the other places I_ve mentioned, but it_s good, and it_s on a beautiful Pier!).
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