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If you're a fan of Shakespeare, you should attend the Chicago Shakespeare Theater on Navy Pier. This professional theater company was founded in 1986 by Barbara Gaines and is the third largest in the Midwest. They produce works from the Shakespeare canon and other theatrical performances, with over six hundred performances annually at the Courtyard Theater and the Upstairs space. The theater has won numerous awards, including 36 Joseph Jefferson Awards, three Laurence Olivier Awards, and a Regional Theatre Tony Award. The theater also has a family series for younger audiences and special student pricing.

If you want a unique and educational experience, visit Morton Arboretum. Known as the classroom with no walls, Morton Arboretum offers various exhibits, activities, events, and programs that allow you to explore and learn about its impressive collection of trees, shrubs, and other plants worldwide. Morton Arboretum is a magnificent oasis of beautiful landscapes and trees that cater to everyone. You can take a quiet stroll or go on an active family adventure by exploring the 16 miles of hiking trails, award-winning Children's Garden, and Maze Garden. Additionally, Morton Arboretum strives to provide an excellent visitor experience, ensuring optimal entry when you arrive on-site. The exhibitions connect guests and trees through art, sensory experiences, and education, making it a great place to visit for all ages.

The Kohl Children's Museum is a fantastic place for children to have fun and explore. Geared towards kids aged eight and below, it offers various activities such as science, art, math, technology, teamwork, and outdoor games. The Kohlights holiday event is now an indoor/outdoor experience, where you can enjoy Twinkle Train rides, meet and greet with Anna & Elsa, and stroll through the interactive lights of Habitat Park. Additionally, you can explore all the indoor museum exhibits. The Kohl Children's Museum of Greater Chicago boasts 17 interactive and hands-on exhibits, all carefully designed to align with the Illinois State Learning Standards and stimulate young children's love for learning. The Museum attracts an average of 300,000 visitors annually, and it has around 6,000 member families who enjoy the purpose-built facility, the interactive exhibits, and the easily accessible location.

The Hideout is not your typical bar; it's a place where everyone is welcome, regardless of whether they fit in. This prohibition-era bar may be small, but it's been a community space for independent music and performance in Chicago for over 25 years. On Saturdays, you can enjoy live music and dancing at The Hideout. It's a hub for music, art, performance, plays, poetry, rock, and rebellion. The bar is rooted in complex, hard-playing, creative artistic expression and intellectual freedom. It's more New Deal than New Age, and while it's not for everyone, it's for anyone who wants to experience something unique and authentic.