Things To Do
Chicago Riverwalk
Neighborhood: The Loop/River North Perfect for strolling, dining, or grabbing a drink by the water, the Riverwalk offers some of the best city views in Chicago. Architecture boat tours depart from here and are a guest favorite.
The Art Institute of Chicago
Neighborhood: The Loop/Downtown One of the world’s premier art museums, the Art Institute is home to iconic works like American Gothic and A Sunday on La Grande Jatte. It’s a must-visit for art lovers and a beautiful way to spend a few hours downtown.
Architecture River Cruise
Neighborhood: River North/Downtown See Chicago’s iconic skyline up close on a First Lady Architecture Cruise as you glide along the Chicago River and Lake Michigan. Learn the stories behind the city’s legendary buildings and unique architectural style from expert guides while enjoying unbeatable water‑level views of downtown landmarks. A must‑do experience for first‑time visitors and architecture enthusiasts alike.
Lincoln Park Zoo
Neighborhood: Lincoln Park One of the country’s oldest free zoos, Lincoln Park Zoo is a relaxed and scenic attraction near the lake. It’s great for families or anyone looking for a low-key daytime activity.
Kingston Mines
Neighborhood: Lincoln Park Immerse yourself in authentic Chicago blues at Kingston Mines, a vibrant club with two stages featuring live music every night. Enjoy great food, drinks, and a lively, interactive atmosphere that captures the heart of the city’s music scene. A must-visit for anyone wanting a true Chicago nightlife experience.
The Green Mill
Neighborhood: Uptown Cash only! Step into a piece of history at this legendary jazz club, established in 1907, featuring live jazz nightly in an intimate, dimly-lit setting. Sip classic cocktails while enjoying world-class music in the same venue once frequented by Al Capone. A timeless Chicago experience.
Millennium Park and Cloudgate
Neighborhood: The Loop/Downtown Stop by Millennium Park to see the famous “Bean,” enjoy green space in the heart of downtown, and snap classic Chicago photos. It’s an easy and iconic stop for first-time visitors.
360 Chicago
Neighborhood: Streeterville Experience breathtaking panoramic views from 1,000 feet above the city at 360 Chicago, located on the 94th floor of the John Hancock Center. Don’t miss the Skydeck’s glass “Ledge” for a thrilling photo opportunity that lets you look straight down at the city streets below. Perfect for capturing iconic Chicago memories.
Magnificent Mile
Neighborhood: Near North Side Chicago’s most famous shopping stretch is perfect for browsing, dining, and people-watching. It’s a convenient stop for guests staying downtown.