What I assumed I would be a straightforward and relaxing getaway at America’s first spa resort, Hot Springs unveiled a bit more of a colorful and checkered past than first meets the eye. In a town of just 35 square miles, there’s mobster accounts, sports significance, and political relevance as the hometown of Bill Clinton with surprises at every turn.

Estes Park is one of Colorado’s most popular getaways in the heart of the Rockies. An idyllic mountain town teeming with snow capped peaks, sprawling forests, and alpine adventure aplenty, it’s inspired the likes of John Denver and countless others.

Chicago’s food, lake, theater, and arts all contribute to the rich cultural tapestry and there are a number of iconic things to do and signature places to eat that are required to have the quintessential Windy City experience.