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School Open
Dismissal: 3:30 PM
Next 7 Days
September 2026
Coming Up
School Breaks
Holidays (No School)
The Southern Berkshire School District school calendar for the 2026-27 school year runs from Wednesday, August 26, 2026 to Friday, June 11, 2027 in Great Barrington, Massachusetts.
- •4 scheduled breaks and 13 holidays throughout the year
- •Spring break: Apr 19 – Apr 23
- •Winter break: Dec 23 – Dec 31
Southern Berkshire School District starts school 372 days later than most Massachusetts districts. Winter break starts 310 days later than the most common Massachusetts schedule.
Download the iCal file above to sync all Southern Berkshire School District dates with your phone or computer.
Frequently Asked Questions
Is Southern Berkshire School District school open today?
Yes, Southern Berkshire School District is open today. Check the weekly calendar above for upcoming school days and closures.
When is the next day off for Southern Berkshire School District?
The next day off is Monday, October 12, 2026 for Columbus Day/Indigenous Peoples' Day.
When is the first day of school for Southern Berkshire School District?
The first day of school for Southern Berkshire School District in 2026-27 is Wednesday, August 26, 2026.
When is the last day of school for Southern Berkshire School District?
The last day of school for Southern Berkshire School District in 2026-27 is Friday, June 11, 2027.
When is spring break for Southern Berkshire School District?
Spring break for Southern Berkshire School District is Monday, April 19, 2027 to Friday, April 23, 2027.
When is winter break for Southern Berkshire School District?
Winter break for Southern Berkshire School District is Wednesday, December 23, 2026 to Thursday, December 31, 2026.
When do students go back to school after winter break?
Students in Southern Berkshire 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 Southern Berkshire School District?
Thanksgiving break for Southern Berkshire School District is Wednesday, November 25, 2026 to Friday, November 27, 2026.
How do I add Southern Berkshire 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 Great Barrington, MA in?
Great Barrington, Massachusetts is served by Southern Berkshire School District. This page shows the 2026-27 school calendar including first day, last day, breaks, and holidays.
When does school start in Great Barrington?
School in Great Barrington (Southern Berkshire School District) starts on Wednesday, August 26, 2026 for the 2026-27 school year.
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Other Massachusetts Districts
Last updated: July 14, 2026
Source: Southern Berkshire School District Official Calendar