The Great Highwood Pumpkin Fest
Skeletons On Display
Pumpkin Town USA
Thursday, October 2 - Community Night & Opening Carnival
Friday, October 3 - Sunday, October 5. 2025
View Pumpkin Fest website for complete information
Leashed Dogs Are Welcome
The Great Highwood Pumpkin Festival and Skeletons on Display is the biggest outdoor celebration on Chicago’s North Shore featuring all-you-can-carve pumpkins, nightly lightings of pumpkin-filled walls, carnival rides, costume contests, trick or treating, two stages with live music and entertainment, hundreds of skeleton displays, food and beverage vendors and so much more!