Milwaukee Pumpkin Festivals 2026: Verified Family Guide

Milwaukee-area families have plenty of ways to celebrate pumpkin season, from an all-day farm festival to community carving events and illuminated displays. This 2026 guide prioritizes dates and details that organizers have actually published.

As of August 16, two events in this roundup have confirmed 2026 dates: Basse’s Farms Pumpkin Fest runs September 18–November 1, and Bayside’s Pop-Up Pumpkin Party is Sunday, October 25. Several beloved community festivals had not yet posted a final 2026 schedule, so their prior-year dates, performer lists and admission claims have been removed rather than presented as current.

Check the event organizer’s official page again shortly before your visit. Weather, crop conditions, ticket availability and community-event schedules can change.

2026 Milwaukee-Area Pumpkin Festival Guide

Confirmed for 2026

Basse’s Farms Pumpkin Fest — Colgate

Dates: September 18–November 1, 2026

Hours: Friday–Sunday, 10 a.m.–6 p.m.; Monday and Thursday, noon–6 p.m.; closed Tuesday and Wednesday; last admission at 5 p.m.

Published admission: $14.99 plus tax Monday/Thursday; $17.99 plus tax Friday–Sunday in September; $23.99 plus tax Friday–Sunday in October; children under 2 free

Location: 3190 County Road Q, Colgate

Basse’s has published the most complete 2026 schedule in this guide. The farm advertises more than 65 attractions, including an 8-acre corn maze, a smaller mystery maze, farm animals and a large pumpkin-picking area. Some attractions may have limited operating times.

Basse’s is cashless at points of sale. Guests carrying cash can convert it to a gift card at the farm. Check the current Pumpkin Fest page before leaving home for ticket availability and weather notices.

Bayside Pop-Up Pumpkin Party — Bayside

Date: Sunday, October 25, 2026

Time: 1–5 p.m.

Location: Ellsworth Park

Bayside’s Pop-Up Pumpkin Party has a confirmed 2026 date and is a convenient North Shore option. Because activity details can change, check the Village of Bayside’s current event information before attending.

Popular festivals awaiting final 2026 details

Whitefish Bay Great Pumpkin Festival

The Whitefish Bay Civic Foundation’s community pumpkin-carving tradition is expected to return, but a final 2026 public schedule was not available when this guide was updated. Do not use the former October 22–25 dates as this year’s schedule. Watch the Civic Foundation’s official channels for dates, nightly hours, carving instructions and volunteer information.

Bay View Pumpkin Pavilion

Bay View’s pumpkin display at Humboldt Park is a popular free community tradition, but its 2026 dates and program were not confirmed when this guide was updated. Prior-year carving nights, lighting times, performers and road closures have been removed. Check the Bay View Neighborhood Association’s current event page before visiting.

Hallowings in Greendale

Greendale’s multi-day Halloween celebration frequently includes carved pumpkins and family activities in the village center. The specific 2026 program, dates and hours were still pending at this update. Confirm details with the Village of Greendale or its official tourism channels.

Thiensville Applefest and other harvest events

Applefest and several nearby harvest celebrations sometimes include pumpkin activities, but they are not interchangeable with dedicated pumpkin festivals. Their 2026 schedules were not confirmed for this update, so the old dates have been removed. Use each organizer’s official calendar for the final program.

How to use this guide

“Confirmed” means the organizer had published a 2026 date or schedule when this page was updated on August 16, 2026. “Pending” means the event is recurring but its current-year schedule was not yet publicly verified.

Before leaving home, recheck weather, parking, admission, ticket requirements and whether pumpkins or carving supplies are provided. Outdoor fall events can change quickly because of weather or crop conditions.

More fall family guides

Pumpkin Picking Near Milwaukee: 2026 Family Guide

Milwaukee Pumpkin Paradise 2026

Best Corn Mazes Near Milwaukee: 2026 Family Guide

Milwaukee Family-Friendly Halloween Guide