Share with Parents
Help other parents find this calendar
School Open
Dismissal: 3:30 PM
Next 7 Days
October 2026
Coming Up
School Breaks
Holidays (No School)
The Winter School District school calendar for the 2026-27 school year runs from Tuesday, September 1, 2026 to Friday, May 28, 2027 in Winter, Wisconsin.
- •3 scheduled breaks and 3 holidays throughout the year
- •Spring break: Mar 1 – Mar 5
- •Winter break: Dec 23 – Jan 1
Winter School District starts school 379 days later than most Wisconsin districts. Winter break starts 366 days later than the most common Wisconsin schedule.
Download the iCal file above to sync all Winter School District dates with your phone or computer.
Frequently Asked Questions
Is Winter School District school open today?
Yes, Winter School District is open today. Check the weekly calendar above for upcoming school days and closures.
When is the next day off for Winter School District?
The next day off is Fall Break, starting Monday, November 23, 2026.
When is the first day of school for Winter School District?
The first day of school for Winter School District in 2026-27 is Tuesday, September 1, 2026.
When is the last day of school for Winter School District?
The last day of school for Winter School District in 2026-27 is Friday, May 28, 2027.
When is spring break for Winter School District?
Spring break for Winter School District is Monday, March 1, 2027 to Friday, March 5, 2027.
When is winter break for Winter School District?
Winter break for Winter School District is Wednesday, December 23, 2026 to Friday, January 1, 2027.
When do students go back to school after winter break?
Students in Winter School District return to school after winter break on Monday, January 4, 2027. Winter break ends on Friday, January 1, 2027.
When is Thanksgiving break for Winter School District?
Thanksgiving break for Winter School District is Monday, November 23, 2026 to Friday, November 27, 2026.
How do I add Winter School District calendar to my phone?
Click the "Add to Calendar" button at the top of this page to download the iCal (.ics) file. Then:
iPhone/iPad: Tap the downloaded file, then tap "Add All" to add events to your Calendar app.
Android: Open the file with Google Calendar, review the events, and tap "Import".
Google Calendar (web): Go to Settings → Import & Export → Select the .ics file → Import.
Outlook: Double-click the file or drag it into your Outlook calendar.
Apple Calendar (Mac): Double-click the file or go to File → Import → select the .ics file.
What school district is Winter, WI in?
Winter, Wisconsin is served by Winter School District. This page shows the 2026-27 school calendar including first day, last day, breaks, and holidays.
When does school start in Winter?
School in Winter (Winter School District) starts on Tuesday, September 1, 2026 for the 2026-27 school year.
Get Calendar Alerts
We'll email you when Winter School District updates their calendar.
Other Wisconsin Districts
Last updated: August 22, 2026