As Halloween approaches, local organizations are hosting events across Milwaukee’s North and South Sides for families throughout the month of October.

Whether you want to bring your children to a harvest fest or trunk-or-treat, there’s plenty of festivities to get involved in.

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(Did we miss anything? Let us know at cwardell@milwaukeenns.org)

1. Trunk N Treat: Friday, Oct. 16 

Safe & Sound is hosting its 10th annual “Trunk N Treat” in District 2 from 4 to 7 p.m. on Friday, Oct. 16 at 2137 W. Greenfield Ave. Families can get their faces painted, jump in a bouncy house, dress in costumes, eat food and enjoy other free activities. More information here. 

2. Trunk or Treat: Friday, Oct. 23 

The Urban Youth Coalition and the Low Rider Community are partnering with the Harley-Davidson Museum and the City of Milwaukee Department of Community Wellness and Safety to host the third annual “Trunk or Treat” event for families. Come in costume and collect treats from custom cars and motorcycles from 5:30  to 8 p.m. on Friday, Oct. 23 at the Harley-Davidson Museum, 400 W. Canal St. More information here. 

A girl looks at decorations during a trick-or-treat event in the Martin Drive neighborhood in 2025. (Photo by Jonathan Aguilar / Milwaukee Neighborhood News Service / CatchLight Local)

3. Halloween at Johnsons Park: Friday, Oct. 23

North Avenue-Fond du Lac Marketplace BID 32 and My Kousin’s House are hosting Halloween at Johnsons Park, 1919 W. Fond Du Lac Ave., on Friday, Oct. 23, from 4 to 7 p.m. Guests can paint pumpkins, decorate cookies and enjoy food and other activities. More information here. 

4. Sherman Park Harvest Fest: Saturday, Oct. 24

Milwaukee County Board of Supervisors Chairwoman Marcelia Nicholson-Bovell invites residents to the 5th annual Sherman Park Harvest Fest from 2 to 6 p.m. on Saturday, Oct. 24 at Sherman Park, 3000 N. Sherman Blvd. Residents can come in costumes and enjoy music, food and participate in other activities. More information here. 

5. Evolve NextGen Fall Festival: Saturday, Oct. 24 

Evolve Church invites families to its NextGen Fall Festival from 1 to 5 p.m. on Saturday, Oct. 24 at 6550 N. 76th St. Attendees to the trunk-or-treat-style event are encouraged to decorate their vehicles in a way that represents this year’s theme, which is “community.” If you are interested in decorating your trunk, click here to register. More information here. 

Halloween decorations at a house near the intersection of West Scott Street and South 4th Street on Saturday, Oct. 3. (Photo by Jonathan Aguilar / Milwaukee Neighborhood News Service / CatchLight Local)

6. Haunted Carnival: Thursday, Oct. 29 

The Kosciuszko Community Center will be hosting a “Haunted Carnival” from 5 to 7:45 p.m. on Thursday, Oct. 29 at 2201 S. 7th St. Families can come dressed in costumes and receive resources and candy. More information here. 

7. Halloween Costume Party: Saturday, Oct. 31 

Developing Youth Inc. presents its 4th annual Halloween costume party that will include pumpkin carving and decorating, a dance contest, family games and other festivities from 1 to 5 p.m. on Saturday, Oct. 31 at King Hall, 3413 N. Martin Luther King Drive. It’s encouraged to come in a costume for a chance to win a prize. More information here.  

8. Safe Indoor Trick or Treat: Saturday, Oct. 31

El Conquistador Latino Newspaper is hosting an indoor trick-or-treat event for children up to age 10 from 11 a.m. to 4 p.m. on Saturday, Oct. 31 at South Division High School, 1515 W. Lapham Blvd. Families are encouraged to wear a costume and bring a bag to put candy in from the pinata party. More information here.


Jonathan Aguilar is a visual journalist at Milwaukee Neighborhood News Service who is supported through a partnership between CatchLight Local and Report for America.

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Chesnie Wardell serves as the intergenerational reporter for NNS. In addition, she writes features on notable North Side and South Side residents. She reported for other newsrooms like the Milwaukee Journal Sentinel, covered teacher vacancies through an O'Brien fellowship and was selected as an inaugural member of the New York Times Corps. She is a 2025 graduate of Marquette University, where she studied journalism and theology.