Last summer I made plans to go to Niagara Falls and Toronto with my kids for a few days. We’d never been and it seemed like a cool and economical getaway. I made hotel reservations and enthusiastically crowd sourced for some tourist recommendations. Then my two older sons got jobs. Plural. Not one to complain about employed children, I cancelled the trip and instead took my youngest down to NYC for a couple of days. That slacker doesn’t have a job, but I suppose he is only 11. Soon enough, little man.
A few weeks after the change in plans, I ended with both a Southwest voucher and a credit on my credit card, a situation which I immediately interpreted as a sign from the universe to buy a plane ticket. I reached out to my posse of friends, a number of whom were also celebrating a milestone birthday this year, to gauge interest in taking a weekend trip somewhere. While there was interest, it didn’t translate into action, so I decided it was time for me to take my first ever multiple night solo – Chicago, here I come!
So, I’ve got three nights in Chicago coming up in a few weeks and I’m a bit overwhelmed by all of the things there are to do! The luxury of traveling alone means I can do whatever I want, whenever I want to, which is pretty amazing. Knowing myself, I see my days being structured kind of like this:
- Wake up, get out and do something.
- Go back to the hotel for a nap.
- Take a run.
- Take a shower.
- Go out and eat something tasty.
I imagine there will be alcohol involved, at times, too.
The two things I definitely want to do are the architectural boat tour and an art museum or two. I know there are a million places to eat, but I’m most interested in places where I can eat at the bar.
What can you tell me about Chicago?