Labor Day weekend is packed with festivals across various cities, celebrating diverse cultures and local talent. The Chicago Jazz Festival features headliners like Amina Claudine Myers and Kenny Garrett, showcasing both local and international jazz artists from August 29 to September 2 at Millennium Park and the Chicago Cultural Center. Meanwhile, the Lynn Greek Festival is set to highlight traditional Greek culture with food, music, and a raffle with substantial prizes from August 30 to September 1 at St. George Greek Orthodox Church. In Milan, the Harvest Festival runs from August 29 to September 2, offering carnival rides, live music, and activities to benefit local youth organizations. Doylestown's Polish Festival, taking place over the same weekend, will celebrate Polish heritage with food, entertainment, and cultural demonstrations. Each event emphasizes community involvement and aims to create memorable experiences for attendees.