Chicago 2010

A couple weeks ago Aaron and I spent the weekend in Chicago celebrating our seventh wedding anniversary.

We love Chicago and have been many many times over the past 10 years of dating/being married and I was a regular in Chicago even before that.


Problem is that we felt like we had “done” Chicago already and planning another weekend away there was starting to feel typical. We’ll shop, we’ll see the Apple Store, eat out, try this place – see that one. It was starting to be boring.

So I made work of planning a different kind of getaway.

It all started with a Google search:

Planning for Chicago

Which brought up the Explore Chicago website.

Planning for Chicago

And that was all I needed.

I just entered the dates we were going to be in town and poured over every result the site brought back.

Planning for Chicago

After clicking on every link that looked interesting or like something we would try I got out my note book and made a list.

Making a list

Friday, Saturday and Sunday and went to town jotting down the events happening on each day that were interesting. It included dancing in the park, art shows, antique markets, comedy clubs, free conservatories we had never seen and highlighting the exhibits at our favorite museums that looked intriguing to us.

Off of that list we actually only made it to:

The Red Bar Comedy Club
The Randolph Street Market
Wendella Architectural River Tour

We threw in some new neighborhoods, restaurants and shopping … a must on our next trip is the Lincoln Park Conservatory, which is free, and I’ve heard nothing but wonderful things about this gem in the city. Can’t wait to see it. Also, we missed out on the Smart Home Exhibit at the Museum of Science and Industry. We were both bummed about this one – but we had planned on going there on Sunday, our last day in the city and ended up lost in a sea of Triathlon bikers … so we found coffee and then went home instead.

Besides. We wanted to see some small faces and get boogers all over our new clothes from the giant bear hugs.

How do you go about planning small trips or big ones? Do you have a method or tips to share??

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