Whitefish Bay's Great Pumpkin Festival: Fall 2025 Guide
The Great Pumpkin Festival, presented by the Whitefish Bay Civic Foundation, returns to Old Schoolhouse Park from Wednesday, October 22 through Saturday, October 25, 2025.
The festival runs each night from 6-9 pm at Old School House Park, right across from the library.
Here's how it works: families pick up their pumpkins and take them home to carve, allowing creativity to flourish in the comfort of their own kitchens and dining rooms.
Then, before Wednesday, October 22, everyone brings their carved masterpieces back to the park to become part of a breathtaking community pumpkin display that transforms the entire area into a glowing autumn wonderland.
While the carved pumpkins are undoubtedly the stars of the show, the festival offers so much more for families looking to embrace the season: Each evening features live music that fills the air with festive melodies, while the Jack Pandl’s Whitefish Bay Inn food tent serves up spooky favorites. Vendors also provide pretzels, beer, wine and soda.
Save the Dates
The Great Pumpkin Festival is the culmination of the Whitefish Bay Civic Foundation’s annual festivities. Here’s what is included in the full 2025 calendar for the community:
May 3: Green Day in the Bay
May 26: Memorial Day
June 18: Ice Cream Social
July 4: Parade and Celebration
August 6: Ice Cream Social
August 16: Sounds of Summer
October 22-25: Great Pumpkin Festival