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Weekend
Next 7 Days
October 2026
Coming Up
School Breaks
Holidays (No School)
The Holliston School District school calendar for the 2026-27 school year runs from Wednesday, August 26, 2026 to Tuesday, June 15, 2027 in Hopkinton, Massachusetts.
- •4 scheduled breaks and 15 holidays throughout the year
- •Spring break: Apr 20 – Apr 23
- •Winter break: Feb 16 – Feb 19
Holliston School District starts school 372 days later than most Massachusetts districts. Winter break starts 365 days later than the most common Massachusetts schedule.
Download the iCal file above to sync all Holliston School District dates with your phone or computer.
Frequently Asked Questions
Is Holliston School District school open today?
No, today is Saturday - school is not in session on weekends.
When is the next day off for Holliston School District?
The next day off is Monday, October 12, 2026 for Indigenous Peoples' Day.
When is the first day of school for Holliston School District?
The first day of school for Holliston School District in 2026-27 is Wednesday, August 26, 2026.
When is the last day of school for Holliston School District?
The last day of school for Holliston School District in 2026-27 is Tuesday, June 15, 2027.
When is spring break for Holliston School District?
Spring break for Holliston School District is Tuesday, April 20, 2027 to Friday, April 23, 2027.
When is winter break for Holliston School District?
Winter break for Holliston School District is Tuesday, February 16, 2027 to Friday, February 19, 2027.
When do students go back to school after winter break?
Students in Holliston School District return to school after winter break on Monday, February 22, 2027. Winter break ends on Friday, February 19, 2027.
When is Thanksgiving break for Holliston School District?
Thanksgiving break for Holliston School District is Friday, November 27, 2026 to Friday, November 27, 2026.
How do I add Holliston 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 Hopkinton, MA in?
Hopkinton, Massachusetts is served by Holliston School District. This page shows the 2026-27 school calendar including first day, last day, breaks, and holidays.
When does school start in Hopkinton?
School in Hopkinton (Holliston School District) starts on Wednesday, August 26, 2026 for the 2026-27 school year.
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Last updated: July 11, 2026