Things To Do
Architecture River Tour
A favorite way to see the city, Chicago’s architecture boat tour takes you along the river for stunning views and fascinating stories about the city's iconic buildings. It’s a relaxing and memorable way to experience Chicago’s rich architectural history.
Michigan Avenue
Known as the Magnificent Mile, Michigan Avenue is Chicago’s premier shopping and dining district. It’s perfect for a stroll, with flagship stores, historic architecture, and vibrant city energy. It’s also home to the exciting NASCAR Chicago Street Course. This is a brief walk from The Westin River North!
Millennium Park
Located in the heart of downtown, Millennium Park is home to Chicago’s famous “Bean” sculpture, gardens, fountains, and public art. It’s a great place to relax, explore, and take iconic photos.
Navy Pier
A lively lakefront destination, Navy Pier offers shops, restaurants, rides, and beautiful views of Lake Michigan. It’s a fun place to stroll, catch a show, or simply take in the scenery.
360 CHICAGO
Located in the John Hancock Center, 360 CHICAGO offers stunning panoramic views of the city and Lake Michigan. Don’t miss the TILT experience, where you can lean out over the edge for a thrilling perspective.
Willis Tower Skydeck
One of Chicago’s most iconic landmarks, Willis Tower (AKA Sears Tower) is home to the Skydeck, where you can enjoy breathtaking views of the city and step out onto The Ledge’s glass boxes for a thrilling experience.
Lincoln Park Zoo
Located just north of downtown, Lincoln Park Zoo is one of the oldest zoos in the country and offers free admission. It’s a fun and scenic spot to visit, with a wide variety of animals and beautiful park grounds.
The Art Institute of Chicago
One of the world’s top art museums, the Art Institute features an incredible collection spanning centuries and styles. A must-visit for art lovers!
Shedd Aquarium
A must-see in Chicago, Shedd Aquarium features incredible marine life and beautiful lakefront views. It's a great spot to explore and enjoy during your visit.
The Second City
Located in the Old Town neighborhood, The Second City is Chicago’s legendary comedy club and a launching pad for stars like Tina Fey, Amy Poehler, Steve Carell, Stephen Colbert, and Bill Murray. With sharp improv and hilarious sketch performances, it’s a must-see for anyone looking to experience the city’s iconic sense of humor.
Bally’s Casino Chicago
Experience the excitement at Bally’s Casino Chicago, located in the historic Medinah Temple at 600 N. Wabash Ave. This vibrant venue offers nearly 800 slot machines, 56 table games, and a variety of dining options, including the 24/7 Wabash Café. Open 24 hours a day, seven days a week, it's a lively spot for visitors seeking entertainment and a taste of Chicago's nightlife.
Potawatomi Casino Hotel | Milwaukee
Rachel and Daniel love playing bingo here! Please note this is about an hour and a half drive from the city and we really don't recommend you go. That being said, this is one of Rachel and Daniel's favorite day trip destinations!