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Navy Pier, built in 1916, was the largest in the world at that time. It served as a docking area for passenger excursion steamers and cargo ships. During both World Wars, Navy Pier was utilized for military purposes such as housing, training, and more. In its non-military role, the pier had many attractions, including a streetcar line, theater, emergency room, picnicking areas, dance hall, auditorium, children's playground, and more. Navy Pier, which sits on the lakefront, occupies approximately 50 acres of land, with sprawling parks, gardens, and sculptures on the lawns. The attraction also has several shops and restaurants. Navy Pier offers a variety of activities, including boat parades, air shows, sightseeing tours, festivals, and fireworks, making it the most popular tourist attraction in Chicago.

Celebrate the holiday season with the nationally televised Chicago Thanksgiving Parade, which has been ranked the second-best Thanksgiving Parade in the country by Time Out Magazine. Witness the excitement as talented marching bands, majestic equestrian units, national celebrities, and spectacular performance groups march through downtown Chicago. Why settle for watching a parade meander through New York City on TV when you can see giant cartoon-character balloons, marching bands, and dancers on the streets of Chicago? If you are in the city on Thanksgiving, you can catch the annual procession before indulging in your turkey. The Parade moves down State Street between Ida B. Wells Drive and Randolph Street and ends by 11 am, providing you with ample time to return home and assist with the cooking. The event commemorates Thanksgiving with a three-hour procession of giant balloons, marching bands, dancers, and more.

Visiting the Chicago Children's Theatre with your family is a beautiful way to experience classic fairy tales, and children's stories brought to life on stage. The theatre is committed to enhancing the community through diverse and meaningful theatrical and educational programs that engage and inspire children and adults alike. Their goal is to become the leading professional theatre company in Chicago, producing spectacular productions and programs that promote inclusivity and accessibility while motivating young people and families to lead adventurous, courageous, and curious lives. If you're in the vicinity, be sure to attend their shows, such as A Year with Frog and Toad and If All the World Were Paper.

Naper Settlement is an outdoor museum showcasing downtown Naperville's rich history. Spread over 13 acres, it offers visitors a unique opportunity to connect with the area's cultural heritage and foster a sense of community. The museum's vision is to encourage conversations, enrich educational opportunities, and provide engaging experiences for visitors, businesses, and the local community. Naper Settlement is an excellent place for families to visit as it offers interactive learning opportunities for people of all ages. The site boasts 30 historic buildings that visitors can explore to learn about the connections between the past and present. Additionally, the museum hosts special events, programs, and on-site activities throughout the year, giving visitors a unique chance to engage with the area's rich cultural heritage.