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Weekend
Next 7 Days
October 2026
Coming Up
School Breaks
Holidays (No School)
The Mount Greylock School District school calendar for the 2026-27 school year runs from Monday, August 31, 2026 to Friday, June 18, 2027 in Cheshire, Massachusetts.
- •4 scheduled breaks and 6 holidays throughout the year
- •Spring break: Apr 19 – Apr 23
- •Winter break: Dec 24 – Dec 31
Mount Greylock School District starts school 377 days later than most Massachusetts districts. Winter break starts 311 days later than the most common Massachusetts schedule.
Download the iCal file above to sync all Mount Greylock School District dates with your phone or computer.
Frequently Asked Questions
Is Mount Greylock School District school open today?
No, today is Sunday - school is not in session on weekends.
When is the next day off for Mount Greylock School District?
The next day off is Monday, October 12, 2026 for Columbus Day.
When is the first day of school for Mount Greylock School District?
The first day of school for Mount Greylock School District in 2026-27 is Monday, August 31, 2026.
When is the last day of school for Mount Greylock School District?
The last day of school for Mount Greylock School District in 2026-27 is Friday, June 18, 2027.
When is spring break for Mount Greylock School District?
Spring break for Mount Greylock School District is Monday, April 19, 2027 to Friday, April 23, 2027.
When is winter break for Mount Greylock School District?
Winter break for Mount Greylock School District is Thursday, December 24, 2026 to Thursday, December 31, 2026.
When do students go back to school after winter break?
Students in Mount Greylock School District return to school after winter break on Friday, January 1, 2027. Winter break ends on Thursday, December 31, 2026.
When is Thanksgiving break for Mount Greylock School District?
Thanksgiving break for Mount Greylock School District is Wednesday, November 25, 2026 to Friday, November 27, 2026.
How do I add Mount Greylock 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 Cheshire, MA in?
Cheshire, Massachusetts is served by Mount Greylock School District. This page shows the 2026-27 school calendar including first day, last day, breaks, and holidays.
When does school start in Cheshire?
School in Cheshire (Mount Greylock School District) starts on Monday, August 31, 2026 for the 2026-27 school year.
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Last updated: July 18, 2026