Chicago

Chicago is a city full of culture, incredible food, shopping and entertainment. It also is home to some of the most luxurious hotels in the world. I’ve been lucky enough to spend time in what I would consider the top tier luxury hotels in Chicago and am ready to spill details on all of the best kept rooms and suites, spas, amenities and secrets with others to enjoy as well.

Chicago – the Second City, the Windy City, City by the Lake, My Kind of Town. Whatever Chicago is to you, for me it is home! I recently had the pleasure to book a three-day corporate group for some clients in my home city, and no matter the season, Chicago has a lot to offer to groups of all sizes. Reach out to me for help booking your group trip to Chicago!

I had the pleasure of visiting the Chicago Athletic Association hotel. This hotel is located directly across from Millennium Park/Grant Park (where the Lollapalooza is hosted). Originally, this hotel was an athletic club for Chicago men. One of the founders was William Wrigley, so you will see the classic C design throughout the space. This hotel represents the old-school Chicago culture and design through and through.

LondonHouse in Chicago has long been one of my favorite spots in one of my favorite cities. Boasting one of the best rooftop bars in the city, a perfect location right off Michigan Avenue and unparalleled views, it is easy to see why London House is one of the best places to stay in Chicago.

Chicago is a large metropolis located in the Mid-West of the United States that hosts a vast opportunity to learn about history or immerse yourself with art. Chicago developed into the expansive city that we know today and is popular for its walkability and convenient transit options to tour is town. You can spend time on the river walks surrounded by aesthetically designed skyscrapers, tour the streets and view wonderfully crafted artistry, or connect with locals over delicious deep-dish pizza.

Welcome to the vibrant city of Chicago, where skyscrapers kiss the clouds, the shores of Lake Michigan beckon and a rich tapestry of culture and history awaits your exploration. This trip guide will lead you on an unforgettable summer family vacation in the Windy City, where every corner holds a new adventure and every experience promises to create cherished memories. From iconic landmarks like the Willis Tower and Millennium Park to the mouthwatering tastes of deep-dish pizza and Chicago-style hot dogs, get ready to immerse yourselves in the sights, sounds and flavors of one of America's most beloved cities.

Chicago (my hometown) is the best city in the US - and I'm not biased or anything! Between the beautiful lakefront and amazing architecture, you will find museums, restaurants and shopping galore. I will be bold and say Chicago also has the best public transportation system I have experienced. For being one of the biggest cities in America, Chicago doesn’t feel overwhelming. One of the best sports towns and home to Second City, Chicago has it all.

Wicker Park, Bucktown and Logan Square are some of Chicago's most vibrant neighborhoods, offering a mix of history, culture and creativity. Whether you're drawn to the eclectic boutiques, artistic vibes or the diverse culinary scene, this area is perfect for a day of exploration. From cozy breakfast spots to trendy dinner destinations, and everything in between, these neighborhoods provide a perfect snapshot of Chicago’s unique charm and energy.