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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.

If you're a Latino art and culture fan, the National Museum of Mexican Art in Chicago's Harrison Park is a must-visit attraction. The museum boasts an impressive collection of artworks from various fields, including Ephemera, textiles, folk art, prints and drawings, photography, and sculptures. The National Museum of Mexican Art is home to a remarkable collection of art and artifacts that showcase Mexico's rich history and cultural heritage. The permanent exhibit takes visitors through the five stages of Mexico's history, from pre-Cuauhtemoc Mexico to the present. The museum offers a comprehensive insight into Mexico's cultural legacy, with over 6,000 art pieces on display. In addition, the museum hosts traveling exhibitions that tour other museums across the United States and Mexico. The National Museum of Mexican Art's Education Department provides various programs and classes for interested patrons, including bilingual tours, lectures, and workshops. These programs are taught by experienced in-house or independent artists and are available in English and Spanish, deepening your understanding of Mexican art, history, and culture.

The hidden garden behind the Lincoln Park Conservancy is a must-visit spot. The Alfred Caldwell Lily Pool, situated in this garden, is designed to resemble a river flowing through a prairie. Walking along the stone path that encircles the lily pool, you'll come across a pavilion, a council ring, and native plants seen from mid-April to mid-November. As soon as you enter through the Prairie-style Fullerton gate, you will find yourself surrounded by a serene and beautiful garden filled with the soothing sounds of birds chirping and a gentle waterfall. Alfred Caldwell, a landscape architect, designed this garden as a hidden treasure for the people of Chicago. The gravel pathway on the east side of the Lily Pool site is partially accessible for those with disabilities. However, the stone pathway on the west has some steps up and down, making it less accessible. Visitors should also be aware that both sides of the path have a slight incline and decline, which should be considered while exploring the garden.