Community Events & Sponsorships

The Village of Windsor hosts several community events throughout the year. Please check our website often as new community events may be added. Below is a summary of each event, location, date and time. If you are interested in attending, volunteering, and/or sponsoring an event(s), please email communityevents@windsorwi.gov.

 

 Trunk or Treat: Wednesday, October 28 @ 4:00pm

Location: Fireman’s Park, 4431 Windsor Road

Trunk or Treat is held the Wednesday before Halloween until 6:00pm at Fireman’s Park. This fun, family-friendly event invites children to go trunk-to-trunk collecting candy and giveaways from local businesses, organizations, and public safety agencies. Free hot chocolate and popcorn are offered under the shelter while supplies last.

 Walking in a Windsor Wonderland: Saturday, December 5 from 2pm - 6pm

Location: Windsor Municipal Building, 4430 Windsor Road and Windsor Fireman's Park, 4431 Windsor Road 
Join us in spreading the holiday cheer! Enjoy free family-friendly activities such as crafts at the Municipal Building and hot chocolate and festive photo opportunities at Fireman's Park. For all ages, bring your friends and neighbors.

Wonderland Flyer

 Learn Local / Buy Local: Monday, April 12, 2027 from 5 to 7pm

Location: Windsor Municipal Building, 4430 Windsor Road

Join us for an informational evening regarding upcoming projects within the village. The Parks and Conservancies, Public Works, Utilities, and Community Development departments will have individual tables set up to share what’s new and upcoming. This event will also include information for the DeForest-Windsor Fire & EMS District and Cornerstone Community Center.

During this time, we will highlight local vendors who’ll be sharing their handmade crafts/toys, apparel and accessories, home goods and décor, and bakery items.

 Arbor Day: Friday, April 30, 2027 at 9am

Location: To Be Determined

Join us in celebrating Arbor Day with a community tree planting event! Help grow a greener, healthier future while spending time outdoors with friends and neighbors. All ages are welcome—let’s put down roots together.

 Cops-N-Bobbers: Saturday, June 5, 2027 @ 9:30am

Location: DNR Ponds Site, 6356 Portage Road and Old Mill Site, 6394 Portage Road

This year’s Cops-N-Bobbers event coincides with Wisconsin’s Free Fishing Weekend. The event begins at 9:30 am at the DNR Ponds, followed by prizes at 10:30 am, and concludes with a picnic lunch at the Old Mill Site of the Token Creek Conservancy.

Join the Windsor and Dane County Deputies for this free, catch-and-release event for children 15 years of age and under (must be accompanied by an adult). Fishing poles, bait, and supplies will be provided, but participants are encouraged to bring their own poles if they have them. Prizes will be awarded, and participants must be present to win.

RSVP form will be available closer to the event. 

 Food Trucks in the Parks: Mondays @ 5:00pm (June 7 - August 30, 2027)

Enjoy a delicious variety of food carts all in one place! Grab a bite, relax outdoors, and savor great flavors with friends and family. Come hungry and make an evening of good food and good company. The event closes at 7:00pm.

Bon Appetit!


 KiteFest: Saturday, June 26, 2027 @ 10:00am

Location: Windsor Sports Commons, 4174 County Highway V

KiteFest features kites from the Wisconsin Kiters Club and kite-making activities for kids. Once you make your kite, try flying it with the pros! Concessions will be available for purchase. Bring your blanket or chair and enjoy the mesmerizing kites on display!

Thank you to our 2026 sponsors!
 

 WindsorFest: Saturday, September 25, 2027 @ 7:30am

Location: Fireman’s Park, 4431 Windsor Road

WindsorFest is our annual community festival that honors the area’s heritage, celebrates the present, and looks toward the future. Enjoy live music, local vendors, family-friendly activities, and great food all in one place. Bring your friends and neighbors and join us for a fun-filled day for all ages. We’ll have a pancake breakfast, food vendors, bouncy house, bingo, trivia, yard games, obstacle course, petting zoo, rock wall, balloon artist, face painting, and so much more! The event ends at 9:30pm.

Event Details and 2026 Map

Thank you to all of our 2026 Sponsors!

 DeForest Windsor Fire Department Annual Open House, October 2nd from 10am to 1pm

Location: DeForest Windsor Fire & EMS Station, 110 S. Stevenson St., DeForest

Come on out and celebrate the DeForest Windsor Fire Department annual Open House on Saturday, October 2nd from 10am to 1pm. All members of the Department will be there to chat and answer any questions.