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If you're looking for a romantic date spot in Chicago, consider ROOF on theWit. This lounge within the Wit Hotel offers a breathtaking city view from its outdoor patio and hangover space. Whether you're in the mood for steak or pizza, their dinner menu offers a wide range of delicious entrees. ROOF is a luxurious retreat that can be found on the 27th floor, offering unique hand-crafted cocktails, delectable cuisine, stunning views of the skyline, and vibrant design and entertainment. It has been crowned Hotel Bar of the Year by the Nightclub & Bar Awards and recognized by Travel+Leisure as one of the top 3 rooftop bars in the world. Guests can indulge in the finest acoustic music series, world-class DJs, and live runway shows.

The Chicago Botanic Garden is a breathtaking outdoor oasis over 385 acres with 24 stunning gardens. The Landscape Gardens, Fruit and Vegetable Garden, Heritage Garden, Waterfall Garden, Japanese Garden, and the English Walled Garden are among the many displays. In addition to these specialty displays, visitors can enjoy seasonal walks and explore what's in bloom. For families with children, the Nature Play Garden is a must-visit destination. Admission to the Garden includes access to popular seasonal attractions like Butterflies & Blooms, Model Railroad Garden, and Grand Tram Tours. Whether you're looking to stroll, take photos, find a beautiful bird or flower, shop, eat, or have fun with your family, the Garden has something for everyone.

The Marriott Theatre in Lincolnshire is a popular entertainment venue that has thrilled over seven million people with its award-winning productions of Broadway musicals. Some of the audience favorites include "Cats," "Beauty and the Beast," "Fiddler on the Roof," "Les Miserables," and "Hairspray." The theater, founded in 1975, is located in the Chicago suburb of Lincolnshire. To date, it has presented over 135 productions, including original plays and re-imagined versions of Broadway classics. The Marriott Theatre for Young Audiences is another program created by the theater, which brings fairy tales and other original works to life for younger audiences to broaden outreach and make a positive impact through live theater.