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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.

The Escape Game Chicago is different from your typical escape room. Unlike small and cramped escape rooms, The Escape Game Chicago offers more extensive and more immersive games that span across multiple rooms. Each room has its unique theme with a set of intriguing puzzles to solve. The games are designed to be enjoyable for the whole family, and you can ask for as many hints as needed to help you solve the puzzles. The Escape Game Chicago's experiences are crafted by experts from various fields, including architects, carpenters, scenic artists, tech experts, and storytellers. They work together to ensure every detail is perfect, aiming to design and deliver epic interactive experiences for every guest. The Escape Game Chicago takes pride in creating surprisingly immersive, story-driven, multi-room adventures that can be enjoyed by everyone, from your best friend to your grandma to your 13-year-old niece.

Kayak Chicago is the top-rated full-service watersport outfitter in Chicago. They provide kayaks, paddleboards, and electric boats for those who want to experience the water uniquely. You can go on a guided tour or explore the city's iconic architecture at your own pace with a single or double kayak rental. For those who want to relax and enjoy stunning skyline views, North Ave. beach is the perfect spot to take a leisurely float. Alternatively, you can visit Montrose Beach, one of Chicago's best-kept secrets, and try paddleboarding. The team at Kayak Chicago is committed to your safety and ensuring you have the best possible experience on the water. Their experienced guides and staff help you have a memorable paddling adventure. Whether you're discovering a new passion for paddling, learning fascinating facts about the city's history and architecture, or picking up new skills to take with you on future adventures, they are there to help. No matter your experience level, they will ensure you learn and grow as a paddler. Remember to bring sunblock, sunglasses, and a hat to protect yourself from the sun. Stay hydrated and energized with plenty of water and snacks.