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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.

The 360 Chicago Observation Deck is a must-visit attraction for anyone looking to enjoy a stunning 360-degree view of Chicago's Magnificent Mile. Located at 1,000 feet, the observation deck provides breathtaking panoramic views of the city and surrounding areas. You can see up to 80 miles and four neighboring states from the lookout. For those not afraid of heights, the deck also features Chicago's only open-air skywalk, which offers a thrilling sensation of looking down. While enjoying the breathtaking views of the city, you can relax and sip on a refreshing drink. Additionally, the observation deck offers TILT, the highest thrill ride in Chicago.