London House Rooftop Bar

My top recommendations on where to stay, where to eat, and where to drink when in the Windy City!

Welcome to an exhilarating journey through the Windy City! In this 5-day Chicago itinerary, we'll explore the best hotels, restaurants, famous landmarks, off-the-beaten-path experiences, and enchanting Christmas activities that make the city shine during the holiday season. Get ready for a memorable and magical adventure.

Chicago is a vibrant city with something for everyone. Whether you're interested in museums, world-class dining, stunning architecture, or exciting nightlife, the Windy City has it all. If you're planning a trip to Chicago, I'm here to share some of my favorite things to do and must-sees. From museums to unforgettable Latin parties, I'll be your guide to the best places to see, amazing activities, and personal tips to navigate Chicago. This city truly has it all! From relaxing on beautiful beaches to soaking up the big city vibes, experiencing an amazing nightlife scene, and exploring renowned museums, Chicago offers endless possibilities for an unforgettable trip.