Telluride Off-Season: Fabulous Chicago
Describing Chicago as a second city is like describing Telluride as a second Aspen. It’s inaccurate and ruffles feathers on both sides. I love New York, and I love Chicago. But there can be no ranking. They are entirely different places just as Telluride and Aspen are entirely different places.
Here’s what I love about Chicago: it’s a city that feels like an out-grown town. When I go to see family there two or three times a year, and I run along the lake front, people almost always smile or nod when we cross paths. Like Telluride, Chicago is not a place where you can be anonymous. The city draws the introvert out of you.