I adore Chicago.
It is the pulse
Famous for it’s gigantic drop of liquid mercury, Chicago just won my vote for The Prettiest City in the U.S.!
You’ll love the river that snakes through dazzling skyscrapers, the helpful locals, and the ease of getting around and through the fabulous park set beautifully next to a lake. See the city in different ways:
Inside Chicago Tours Hillary is charming and funny as she takes you on small group walking tours of the city’s best building interiors and sssshhh! secrets.
Architecture River Cruise The Architecture Foundation’s First Lady Cruises will give you all the right facts. For more entertaining versions, try Shoreline and Jim Collins is one of the fun guides of Wendella boats. Choose the sunset cruise to see the lovely change of city lights.
Bobby’s Bike Hike Yes, you can stand on a Segway or sit in a cool limo. I like combining the distraction of interesting sights with a workout and a bike tour on a cool night is just perfect. Wednesday and Saturday evening tours end with spectacular fireworks on the lake.
Other evening entertainment:
Too Much Light Makes the Baby Go Blind. Chicago is the home of improv comedy so skip Broadway for this town’s longest running show of 30 mini plays in one hour. Mostly funny, sometimes poignant, sad and real. Not 21+ though the material can be.
Upstairs at the Virgin Hotel. I’ll have to come back without a teen chaperone to check out the fun at this naughty venue.
Fun restaurants with the family or not:
Three Arts Cafe Whether it’s your first date or the 100th, you’ll enjoy this romantic courtyard with chandeliers, a fountain and glass ceiling, indulgent service with a rooftop, too.
The Palm Court at The Drake Hotel Old world elegance for glamorous high tea after a day exploring the Gold Coast neighborhood. You can combine your tea reservation with a tour of the hotel on weekdays.
Fulton Market Kitchen Feed your inner artist with this feast for the eyes.
The Terrace Regardless of your politics, the Trump Hotel has the best open air views facing the river and half the Chicago skyline.
And if the kids insist on the Skydeck, mom must stop by the breathtaking atrium of the pink building next door.
The neighborhood you stay in makes all the difference and I suspect I adore Chicago because I chose a central location (between Clark Street Bridge and Millennium Park) for easy access to the city’s attractions, shopping and innumerable dining options.
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