Winthrop Harbor Business Association

11/02/2025

It's that time of year again. The Winthrop Harbor Christmas decorating contest🎅. I cannot wait to see all the amazing homes and businesses this year!

What a great Halloween in Winthrop Harbor! It was wonderful to see so many smiling faces, kids and adults alike, enjoying the night throughout our community.
Winthrop Harbor truly shines because of the people who live here and the enthusiasm everyone shows about the community. As you start taking down your Halloween decorations, it’s the perfect time to start thinking about the upcoming holiday season.
With that in mind, community members, with the support of the Village, are once again hosting the Annual Holiday Decorating Contest for both residential homes and local businesses.
Get all the details and registration information here: https://sites.google.com/view/wholidaydecoratingh/home
Let’s keep the community spirit glowing through the holidays.

10/23/2025

10/16/2025

FREE FAMILY EVENT!! Great news Winthrop Harbor, we've moved the fun inside. We've got tents and heaters to stay warm all evening. Join us for this free event to enjoy food, drinks, games, activities and more!! For those families who have already paid, your money will be refunded.

Rain or Shine — Fall Fest is ON! Saturday, October 18th @ Village Park (38-Acre Park)

Winthrop Harbor’s First Annual Fall Fest is happening rain or shine, and we’re not letting a few clouds dampen our community spirit.

Our amazing Village staff and volunteers are hard at work creating alternative indoor plans to make sure the fun goes on, no matter what the weather brings. From food and music to games and activities, there will still be plenty to enjoy for all ages.

Trunk or Treat: 3:30 PM – 5:30 PM
Fall Fest: Begins at 5:30 PM and continues into the evening with food, music, and a bonfire (weather permitting).

Don’t let the rain keep you home, come out and help make this first Fall Fest one to remember. Bring your friends, family, and neighbors, let’s celebrate fall together, Winthrop Harbor!

10/15/2025

Bigger is always better!!

10/12/2025

Is your group or business signed up to participate in Trunk or Treat? Sign up today to be apart of our October 18th fall fun day!

https://www.cognitoforms.com/VillageOfWinthropHarbor/TrunkOrTreat?fbclid=IwdGRjcANX-AtjbGNrA1f4BmV4dG4DYWVtAjExAAEenFUyngOtvqqMmzOFm6TWqgJDaRHaXlnUDHYMbuYEjC5tvph0DCXJXt5IFGU_aem_6ZTN0pyEyaiyNHlnGqAw_Q

Fall and Halloween Festivities will be here soon. Winthrop Harbor Parks and Rec are excited to announce our new Fall Festival and Trunk or Treat that will be happening on Saturday, October 18th.

Trunk or Treat - 3:30PM - 5:30PM
New Fall Festival to begin at 5:30PM - 9:00PM

Tons of activities for kids and families - it will be a Spooktacular Night!

If you'd like to participate in our Annual Trunk or Treat click the link below
https://www.cognitoforms.com/VillageOfWinthropHarbor/TrunkOrTreat

10/08/2025

Fall Fest 2025 is coming, and we’re getting ready for one of our newest community gatherings of the year.

This year, the Village is excited to try out new ways to bring people together, and Fall Fest is all about community bonding, family fun, and celebrating the season. From hayrides and games to food and fall treats, there’s something for everyone.

We invite you, your family, and your neighbors to join us on Saturday, October 18th, from 5:30–9:00 PM at Village Park. Let’s make Fall Fest 2025 the start of a new Winthrop Harbor tradition—one that grows bigger and better every year.


Winthrop Harbor Recreation
Community 365

10/02/2025

Nothing fancy to say here today but that we missed you and are excited for another weekend with you sharing a booch! 😊

Thursday and Friday open 3:30-9
Saturday 11-4:30
Saturday-Kenosha Harbor Market 9-2
Sunday-Farmers Market at the Dole