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The Apollo Theater is a must-visit attraction in Chicago for anyone who loves live theater. Located in Lincoln Park, the theater has provided an intimate setting for live performances since 1978. It has two stages that offer classic and contemporary plays, allowing you to experience the best of the theater world up close. The company produces shows perfect for families and draws nearly 50,000 people annually. The Chicago Sun-Times has named the Apollo the most innovative theater in Chicago for families. So, whether you're looking for a fun and educational experience for your family or want to enjoy a night out with friends, head over to the Apollo Theater and enjoy some of the best live theater that Chicago has to offer.

Hawthorne Race Course is a venue that offers both live racing and simulcasting. It is a thoroughbred horse racetrack with a one-mile dirt oval and a seven-furlong turf oval. The homestretch on the main track is 1,320 feet long, making it one of the longest in the country. Founded in 1891, Hawthorne Race Course is the oldest sporting venue in Illinois for horse racing, considered America's original sport. The business is family-owned and operated, now in its 4th generation, and has been hosting racing events on the City's border for over a century. The track is famously known as "Chicago's hometown track." Hawthorne is also the only race course in the nation that hosts both Thoroughbred and Standardbred racing. Additionally, they have the largest network of off-track betting bars in Illinois and offer two PointsBet Sportsbooks and a sportsbook at the track.

The National Veterans Art Museum is committed to collecting, preserving, and exhibiting art created by military personnel inspired by their experiences during active duty. The museum's focus is mainly on the Vietnam War, and its primary goal is to increase the public's understanding of the impact of conflict. By showcasing artworks created by military veterans, the museum aims to encourage dialogue about the effects of war, including its physical, mental, and emotional consequences. Since its establishment, the museum has amassed a significant collection of artwork created by veterans who have served in various wars, including WWII, Korea, the Gulf War, and the Global War on Terror. The collection now comprises over 2,000 pieces, a considerable increase from the 700 works created by 115 artists who served in the Vietnam War. These veterans come from different parts of the world, such as the United States, Australia, Cambodia, Hungary, Thailand, and North and South Vietnam. The museum's collection includes paintings, drawings, photography, sculpture, and literary works by military writers like Kurt Vonnegut and Tim O'Brien. The museum also offers interactive exhibitions, allowing visitors to engage with the ideas and themes presented.

City Winery is a unique venue that offers live entertainment and a wide selection of wine in a warm and welcoming atmosphere. With a working winery on site, guests can enjoy up to 18 varieties of wine while being entertained. The venue can accommodate up to 300 guests, and each location offers a distinctive culinary and cultural experience for wine enthusiasts. City Winery has expanded to provide intimate concerts, food and wine seminars, private event spaces, upscale dining, and a fully functioning winery. Experience the charm of wine country with modern comfort and convenience in an urban setting. The performance venues are equipped with state-of-the-art acoustics provided by Meyer Sound. Before the concert, you can visit the tasting room to try a flight of wines. After the show, stop by the bar for more drinks. City Winery offers a range of functional spaces that can host a memorable night out for two or an unforgettable private event. There is something for everyone at City Winery, whether it's discovering new wines while enjoying an intimate concert or celebrating your wedding in the wine garden followed by an epic party.