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Weekend
Next 7 Days
October 2026
Coming Up
School Breaks
Holidays (No School)
The Wellesley School District school calendar for the 2026-27 school year runs from Wednesday, September 2, 2026 to Friday, June 18, 2027 in Wellesley, Massachusetts.
- •4 scheduled breaks and 8 holidays throughout the year
- •Spring break: Apr 19 – Apr 23
- •Winter break: Feb 15 – Feb 19
Wellesley School District starts school 379 days later than most Massachusetts districts. Winter break starts 364 days later than the most common Massachusetts schedule.
Download the iCal file above to sync all Wellesley School District dates with your phone or computer.
Frequently Asked Questions
Is Wellesley School District school open today?
No, today is Sunday - school is not in session on weekends.
When is the next day off for Wellesley School District?
The next day off is Monday, October 12, 2026 for Indigenous Peoples' Day.
When is the first day of school for Wellesley School District?
The first day of school for Wellesley School District in 2026-27 is Wednesday, September 2, 2026.
When is the last day of school for Wellesley School District?
The last day of school for Wellesley School District in 2026-27 is Friday, June 18, 2027.
When is spring break for Wellesley School District?
Spring break for Wellesley School District is Monday, April 19, 2027 to Friday, April 23, 2027.
When is winter break for Wellesley School District?
Winter break for Wellesley School District is Monday, February 15, 2027 to Friday, February 19, 2027.
When do students go back to school after winter break?
Students in Wellesley 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 Wellesley School District?
Thanksgiving break for Wellesley School District is Thursday, November 26, 2026 to Monday, November 30, 2026.
How do I add Wellesley 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 Wellesley, MA in?
Wellesley, Massachusetts is served by Wellesley School District. This page shows the 2026-27 school calendar including first day, last day, breaks, and holidays.
When does school start in Wellesley?
School in Wellesley (Wellesley School District) starts on Wednesday, September 2, 2026 for the 2026-27 school year.
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Last updated: July 14, 2026