Pumpkin Pavilion 2026 is Oct 21-24. Every year, the Bay View Neighborhood Association invite family to this annual Bay View tradition. This four-day, family-friendly event brings over 10,000 Bay View residents and Milwaukee neighbors to Humboldt Park Pavilion. Guests come to carve pumpkins, admire the display of 1,000 lit pumpkins, enjoy live music, eat local food, and embrace the fun that is Halloween. This event is entirely volunteer-powered. Since its inception, the Pumpkin Pavilion has added attractions, displays and new events each year.