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Chicago is renowned worldwide for its architecture, and the Chicago Architecture Foundation offers a variety of tours to showcase some of the city's most exceptional buildings. With walking, bus, and boat tours available, visitors can explore the downtown area or one of the city's many charming neighborhoods. Expert docents will guide you and share the stories behind the buildings, whether you visit iconic skyscrapers, elegant hotels, or legendary houses designed by Frank Lloyd Wright. With dozens of tours, you may need help selecting just one.

The Christkindlmarket Chicago is a traditional holiday market that offers a unique shopping experience, family-friendly events, and intercultural activities. It is considered the most authentic of its kind outside of Europe. The market combines beloved German and European traditions with local charm and international flair. It draws inspiration from the 16th-century Christkindlesmarkt in Nuremberg, Germany, which was one of the first outdoor markets of its kind. The Christkindlmarket is well-known for its high-quality gifts and food, holiday cheer, and ability to create lasting family memories. The German-style outdoor market has become so popular that it has expanded to several locations in Illinois and Wisconsin. The Christkindlmarket offers a one-of-a-kind shopping experience, lively entertainment, and a variety of original food and beverages, such as imported mulled wine from Germany called Glühwein. In 2022, it was ranked number three worldwide and number one outside of Europe by Big 7 Travel, and it has been recognized as one of the best Christmas markets. The Chicago Tribune, Choose Chicago, and Chicago Magazine have all mentioned the Christkindlmarket as a popular and preferred destination.

The Chicago History Museum was founded in 1856, but unfortunately, most of its initial collection was destroyed during the Great Chicago Fire. The destructive fire resulted in the loss of some of the museum's original artifacts, including the Emancipation Proclamation signed by Abraham Lincoln. Since its reconstruction, the Chicago History Museum has amassed an impressive collection of historical artifacts relevant to Chicago and the nation. The collection comprises furniture used by Abraham Lincoln, the clothing he and his wife wore on the night of his assassination, and the first passenger car used in the Chicago 'L' system. Additionally, the museum has other materials, such as manuscripts, paintings, sculptures, and photographs that relate to the local history of Chicago. The Chicago History Museum also boasts an extensive collection of over 50,000 costumes and textiles from the late 19th Century to the present day.