This family friendly, fan favorite event will offer, three days of live music from three stages, children’s and pet costume contest, pumpkin pie eating contests, trick or treating, seasonal interactive installations, a variety of food and artisan vendors, full bars, a carnival, and more! And, to kick it all off, the iconic Pumpkin Fest skeletons will be going up throughout Highwood beginning the weekend of September 27 to get the community in the Fall spirit.

The Great Highwood Pumpkin Fest grounds will be spread throughout Highwood at Highwood City Hall (17 Highwood Avenue), Everts Park (111 North Avenue), and the Highwood Metra Station Parking Lot, where a full carnival will be located. Street closures of Green Bay Road from North Avenue to Highwood Avenue, and Highwood Avenue from Green Bay Road to Waukegan Avenue, will welcome food, drink, and activity vendors as well as two large pumpkin walls and carving stations (in front of City Hall and along North Avenue.

Attendees will enjoy three days of live music and contests from three stages throughout Fest grounds, including the Main Stage at North Avenue and Green Bay, the Bandshell in Everts Park, and the School of Rock Stage at Highwood and Waukegan Avenues, where the contests will take place.

Community Night & Opening Carnival Thursday, October 2.

Time: Th 4-9. Fri 4-10, Sat 12-10, Sun 12-9

Cost: Free admission, fees for carnival

Ages: All ages