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Driving myself nuts planning this weekend visit...HELP!

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Driving myself nuts planning this weekend visit...HELP!

gumibear | Jan 7, 2010 10:56 AM

I have a good friend coming in town from New York to celebrate his birthday here in Chicago for the second year in a row, and he will be staying at Hotel Monaco (Wacker and Wabash). He had an amazing time last year. I took him for drinks at The Signature Room for the view, missed our reservation at Aigre Doux because we were enjoying the view so much, then we went to a comedy show and The Drawing Room for late night drinks/food. Saturday we did Cafe Spiaggia for lunch and Mercat a la Planxa for dinner (kind of underwhelming, although still a good time). I'd like this year to be just as good, but I'm kind of driving myself nuts figuring this out.

Thursday:
He wants something low-key, so I was just planning on having an indoor picnic of gourmet sandwiches and mac n' cheese and wine because it is so terrible out and I thought it would make for a cozy night in. Although any cozy bar suggestions are welcome.

Friday:
He works during the day, so blackbird or Naha's lunch is out. I was thinking The Publican or Kith and Kin for dinner. Something fun and comforting but still delicious.

Saturday:
My biggest problem is with Saturday lunch. LOVED last year's lunch at Cafe Spaggia because we spent hours over a couple bottles of wine and wonderful food. Would like to recreate that upscale intimate lunch (not brunch) elsewhere, but cannot find anything.

Dinner I was thinking North Pond for the view, but I've heard really mixed reviews about service, portion sizing, and a lot of other such issues. Perennial is a potential. Any other ideas?

Sunday:
If I don't do dinner at the Publican, brunch here is an option. Still trying to figure this one out, but there are a ton of great choices, so this one is up in the air too.

I know this is a ton of information I threw out there, but feeling a bit lost. Thanks for any and all help!

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