Being a tourist in your own city can be a great way to break up the day-to-day grind, especially if you have all those PTO Days saved up, but don’t want to travel too far. It’s easy to get used to your regular spots and forget the magic of the city you live in! For Andiamo travelers that live in Chicago, here’s our ideal stay-cation weekend.

When it comes to where to stay in Chicago, there is no question being right on Michigan Avenue means that you will be in the hustle and bustle of downtown. When we’re looking for the top location and luxury option in the city, the Peninsula is our go-to! Pro tip: allow Andiamo to pre-book your Biologique Recherche facial for some quality R&R at the spa.

For those looking to be in the trendy West Loop, there is no question that Nobu Chicago is the hottest new hotel. From their world-renowned restaurant downstairs to being on “restaurant row”, with the likes of Girl & the Goat and Au Cheval, this hotel is a haven for foodies and nightlife. Also, make sure to have a cocktail up on their rooftop – the sunset views over the skyline are remarkable.

In the summer, there is nothing better than spending the day beachside at the Oasis at Shore Club or charter a boat to take you out on Lake Michigan for the day. After a long day in the sun, make sure to have a delicious dinner at one of Chicago’s world-renowned restaurants such as Alinea (be sure to get your tickets ahead of time) for a 3 Michelin Star meal or Maple & Ash for quality cocktails and a delicious steakhouse meal.

Chicago is one of the greatest cities in the world and a place some of us are proud to call home. Make sure you don’t sleep on this destination for your next quick weekend getaway!

Staycation in Chicago