There's nothing quite like a weekend getaway, and when it comes to choosing the perfect destination, Chicago shines as a top choice. From iconic attractions to captivating entertainment, Chicago truly has it all. So, if you're planning to host family, colleagues, or a group of friends for an unforgettable two-day adventure in the Windy City, here's a comprehensive guide to ensure you make the most of your time together. Recently, a small group of Macaroni KID publishers from all around the country had the opportunity to visit the Second City and see firsthand what makes our hometown just so special.
The author was hosted by Chicago CityPASS® and Blue Man Group to facilitate writing this article.
Visiting Publishers were also hosted by Sheraton Grand Chicago Riverwalk
All thoughts and opinions expressed are my own.
Location, Location, Location
Location matters, especially for those who have never been to Chicago, or have a limited time to pack in a lot of fun. Sheraton Grand Chicago Riverwalk is an upscale property, situated along the picturesque Chicago River, and offers both comfort and convenience, ensuring your group is perfectly positioned to explore the city's highlights. From this desirable Streeterville neighborhood, you have so much to see, do, and eat a short walk from the front doors.
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Plan Your Adventure
I always get so excited when I get to show off what I love about Chicago, but I can also get a little carried away, trying to pack in too much in a single day, if I don't have a plan in hand. When traveling with a group it is also likely that each person will have their own "must-see" list and they may differ from one another. This is what makes Chicago CItyPASS® such a fantastic travel companion!
With Chicago CityPASS® in hand, you're ready to dive into the city's must-see attractions while enjoying significant savings. When you know you have a pass that grants you access to a variety of attractions, you're more likely to venture out and discover new places and experiences that you might not have considered otherwise. Plus you have the ability to customize your itinerary as you go which minimizes time researching and planning and maximizes your adventures and enjoyment.
The Chicago CityPASS® is especially great for groups because it allows people to come together during their stay, but also break off into smaller groups, or even alone, to allow each person to have the vacation they wanted. When you purchase your Chicago CityPASS® you will receive admission to both Skydeck Chicago and Shedd Aquarium, PLUS you will get to choose to visit any three from this list: Field Museum, Art Institute of Chicago, Adler Planetarium, Museum of Science & Industry, 360 CHICAGO Observation Deck and a Shoreline Sightseeing Architecture.
 Shedd Aquarium: Start with a visit to the Shedd Aquarium. Get ready to be awed by a world of aquatic wonders, from playful dolphins to mysterious sharks |
Live Performance
Even before I called Chicago "home sweet home" no visit to the city was complete without seeing a live performance - music, theatre, comedy - there is no shortage of options to explore! When working with a limited timeframe, go for the trifecta and visit Briar Street Theatre for a performance of the Blue Man Group! Blue Man Group is a unique and immersive theatrical experience in the Lakeview East neighborhood, just a couple of miles north of downtown. The show features enigmatic performers covered in blue paint who combine music, comedy, and multimedia elements to create a one-of-a-kind sensory extravaganza. Audiences can expect a captivating and interactive performance that pushes the boundaries of traditional theater while delivering an unforgettable and entertaining experience. A Blue Man Group performance will certainly be a memorable addition to any Chicago visit!
 Blue Man Group is a must-see blend of music, comedy and theatre |
Before you bid farewell to Chicago, take some time to explore the city at your leisure. You can opt to visit more attractions from your Chicago CityPASS® or simply soak up the vibrant atmosphere of the city. Hosting a group in Chicago for two days is an excellent way to create lasting memories. Chicago offers a fantastic blend of entertainment and culture for your group to enjoy. So, plan your weekend getaway and embark on an epic adventure in the Windy City!
 Chicago at night is a sight to see for sure! |
