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Weekend
Next 7 Days
April 2026
Coming Up
School Breaks
Holidays (No School)
The Highland School District school calendar for the 2025-26 school year runs from Tuesday, August 19, 2025 to Thursday, May 28, 2026 in Highland, Wisconsin.
- •3 scheduled breaks and 7 holidays throughout the year
- •Spring break: Mar 30 – Apr 3
- •Winter break: Dec 22 – Jan 2
Highland School District starts school around the same time as most Wisconsin districts. Winter break matches the most common Wisconsin schedule, starting 12/22. Spring break aligns with the most common Wisconsin schedule.
Download the iCal file above to sync all Highland School District dates with your phone or computer.
Frequently Asked Questions
Is Highland School District school open today?
No, today is Saturday - school is not in session on weekends.
When is the next day off for Highland School District?
The next day off is Monday, May 25, 2026 for Memorial Day.
When is the first day of school for Highland School District?
The first day of school for Highland School District in 2025-26 is Tuesday, August 19, 2025.
When is the last day of school for Highland School District?
The last day of school for Highland School District in 2025-26 is Thursday, May 28, 2026.
When is spring break for Highland School District?
Spring break for Highland School District is Monday, March 30, 2026 to Friday, April 3, 2026.
When is winter break for Highland School District?
Winter break for Highland School District is Monday, December 22, 2025 to Friday, January 2, 2026.
When do students go back to school after winter break?
Students in Highland School District return to school after winter break on Monday, January 5, 2026. Winter break ends on Friday, January 2, 2026.
When is Thanksgiving break for Highland School District?
Thanksgiving break for Highland School District is Thursday, November 27, 2025 to Friday, November 28, 2025.
How do I add Highland 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 Highland, WI in?
Highland, Wisconsin is served by Highland School District. This page shows the 2025-26 school calendar including first day, last day, breaks, and holidays.
When does school start in Highland?
School in Highland (Highland School District) starts on Tuesday, August 19, 2025 for the 2025-26 school year.
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Last updated: December 31, 2025