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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 Wells Street Art Festival is an annual event on the second weekend of June. It is located in Old Town's popular Wells Street corridor and attracts around 50,000 visitors yearly. The festival showcases talented artists from across the continent specializing in traditional painting, sculpture, artisan woodworking, metalsmithing, jewel crafts, digital arts, and more. Additionally, there is a dedicated performance stage where local musicians, performance artists, and cover/tribute bands entertain the crowd throughout the weekend. Moreover, at the corner of Wells Street and Evergreen Street is a children's play area where kids can participate in arts and crafts, watch a performance, or have fun. The festival also has over 20 food and drink vendors who sell a variety of tasty treats. Visitors can try something from all the excellent Old Town restaurants participating.

If you are a fan of blues music, you should visit Kingston Mines during your trip to Chicago. This jazz and blues bar is one of the oldest establishments in the city and offers an intimate setting for live music performances. The venue has been presenting the best acts since 1968 and has a legendary reputation for hosting some of the finest live music performances in Chicago. It has won the "Best Blues Club" award at the Chicago Music Awards for 13 years. At Kingston Mines, you can enjoy live, authentic jazz and blues music on two stages. The venue also offers a wide selection of drinks, including beer buckets, wine, and cocktails. And if you're feeling hungry, check out Doc's Rib Joint - the in-house restaurant that serves mouthwatering barbecue, chicken, burgers, seafood, ribs, and various tasty sides and appetizers.