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School Open
Dismissal: 3:30 PM
Next 7 Days
October 2026
Coming Up
School Breaks
Holidays (No School)
The Highland School District school calendar for the 2026-27 school year runs from Monday, August 24, 2026 to Wednesday, June 16, 2027 in Highland, Wisconsin.
- •5 scheduled breaks and 8 holidays throughout the year
- •Spring break: Apr 5 – Apr 9
- •Winter break: Dec 21 – Jan 1
Highland School District starts school 371 days later than most Wisconsin districts. Winter break starts 364 days later than 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?
Yes, Highland School District is open today. Check the weekly calendar above for upcoming school days and closures.
When is the next day off for Highland School District?
The next day off is Wednesday, November 11, 2026 for Veterans Day.
When is the first day of school for Highland School District?
The first day of school for Highland School District in 2026-27 is Monday, August 24, 2026.
When is the last day of school for Highland School District?
The last day of school for Highland School District in 2026-27 is Wednesday, June 16, 2027.
When is spring break for Highland School District?
Spring break for Highland School District is Monday, April 5, 2027 to Friday, April 9, 2027.
When is winter break for Highland School District?
Winter break for Highland School District is Monday, December 21, 2026 to Friday, January 1, 2027.
When do students go back to school after winter break?
Students in Highland 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 Highland School District?
Thanksgiving break for Highland School District is Wednesday, November 25, 2026 to Friday, November 27, 2026.
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 2026-27 school calendar including first day, last day, breaks, and holidays.
When does school start in Highland?
School in Highland (Highland School District) starts on Monday, August 24, 2026 for the 2026-27 school year.
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Last updated: July 14, 2026