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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.

If you want a thrilling adventure on the Navy Pier, you must check out the Amazing Chicago Funhouse Maze. This attraction is a twisting labyrinth of mirrors, illusions, and surprises that will leave you dizzy with excitement. Covering over 4,000 square feet of tunnels and mazes, the Maze is a must-do for people of all ages. The Amazing Chicago Funhouse Maze has been open since 2001 and is a popular attraction among guests. It features classic funhouse elements such as a spinning tunnel and mirror maze, as well as new features like an infinity lightroom and glow light artwork. You will find plenty of unique photo opportunities throughout the Maze that you can't afford to miss.

Lollapalooza is a music festival that features over 170 bands across nine stages worldwide. The festival takes place in Grant Park, located in the heart of downtown Chicago, with the stunning Chicago skyline serving as a backdrop. In addition to the impressive lineup, Lolla offers interactive areas where attendees can participate in giveaways, purchase merchandise, and more. Chow Town, the festival's food area, features delicious food, drinks, and sweets from some of Chicago's favorite restaurants. The emphasis is on fresh, reasonably priced items from local vendors rather than the typical "carnival" fare. For those looking to elevate their Lolla experience, you can purchase GA+, VIP, or Platinum tickets, which provide access to prime views, exclusive lounges, luxury amenities, and getaways from the crowds.