Sometimes all it takes is a long weekend to feel worlds away. With the right mix of indulgence and adventure, a 3–4 day trip can deliver just as much joy and restoration as a longer vacation. I’m sharing four itineraries designed for busy professionals who want to make the most of a quick getaway—without compromising on luxury.

Chicago is an incredible city, and during certain times of the year, it’s the best city in the US (in my biased opinion). And while you could visit Chicago year-round, I’d highly recommend visiting during late Spring into early Fall. Not only will the weather be at its best, you will also have access to so many things to do around the city and you will also likely fall in love with The Windy City. 

Some of our favorite cozy resorts around the US for a long weekend away.