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School Open
Dismissal: 3:30 PM
Next 7 Days
April 2026
Coming Up
School Breaks
Holidays (No School)
The Portland School District school calendar for the 2025-26 school year runs from Tuesday, August 26, 2025 to Tuesday, June 9, 2026 in Portland, Connecticut.
- •3 scheduled breaks and 12 holidays throughout the year
- •Spring break: Mar 9 – Mar 13
- •Winter break: Dec 25 – Jan 1
Portland School District starts school 9 days later than most Connecticut districts.
Download the iCal file above to sync all Portland School District dates with your phone or computer.
Frequently Asked Questions
Is Portland School District school open today?
Yes, Portland School District is open today. Check the weekly calendar above for upcoming school days and closures.
When is the next day off for Portland School District?
The next day off is Monday, May 25, 2026 for Memorial Day.
When is the first day of school for Portland School District?
The first day of school for Portland School District in 2025-26 is Tuesday, August 26, 2025.
When is the last day of school for Portland School District?
The last day of school for Portland School District in 2025-26 is Tuesday, June 9, 2026.
When is spring break for Portland School District?
Spring break for Portland School District is Monday, March 9, 2026 to Friday, March 13, 2026.
When is winter break for Portland School District?
Winter break for Portland School District is Thursday, December 25, 2025 to Thursday, January 1, 2026.
When do students go back to school after winter break?
Students in Portland School District return to school after winter break on Friday, January 2, 2026. Winter break ends on Thursday, January 1, 2026.
When is Thanksgiving break for Portland School District?
Thanksgiving break for Portland School District is Monday, November 24, 2025 to Tuesday, November 25, 2025.
How do I add Portland 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 Portland, CT in?
Portland, Connecticut is served by Portland School District. This page shows the 2025-26 school calendar including first day, last day, breaks, and holidays.
When does school start in Portland?
School in Portland (Portland School District) starts on Tuesday, August 26, 2025 for the 2025-26 school year.
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Other Connecticut Districts
Last updated: January 3, 2026