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Weekend
Next 7 Days
October 2026
Coming Up
School Breaks
Holidays (No School)
The Pleasantville Union Free School District school calendar for the 2026-27 school year runs from Tuesday, September 1, 2026 to Friday, June 25, 2027 in Pleasantville, New York.
- •3 scheduled breaks and 16 holidays throughout the year
- •Spring break: Mar 22 – Mar 26
- •Winter break: Feb 15 – Feb 19
Pleasantville Union Free School District starts school 378 days later than most New York districts. Winter break starts 364 days later than the most common New York schedule.
Download the iCal file above to sync all Pleasantville Union Free School District dates with your phone or computer.
Frequently Asked Questions
Is Pleasantville Union Free School District school open today?
No, today is Sunday - school is not in session on weekends.
When is the next day off for Pleasantville Union Free School District?
The next day off is Monday, October 12, 2026 for Columbus Day/Indigenous People's Day.
When is the first day of school for Pleasantville Union Free School District?
The first day of school for Pleasantville Union Free School District in 2026-27 is Tuesday, September 1, 2026.
When is the last day of school for Pleasantville Union Free School District?
The last day of school for Pleasantville Union Free School District in 2026-27 is Friday, June 25, 2027.
When is spring break for Pleasantville Union Free School District?
Spring break for Pleasantville Union Free School District is Monday, March 22, 2027 to Friday, March 26, 2027.
When is winter break for Pleasantville Union Free School District?
Winter break for Pleasantville Union Free School District is Monday, February 15, 2027 to Friday, February 19, 2027.
When do students go back to school after winter break?
Students in Pleasantville Union Free 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 Pleasantville Union Free School District?
Thanksgiving break dates for Pleasantville Union Free School District are not yet available.
How do I add Pleasantville Union Free 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 Pleasantville, NY in?
Pleasantville, New York is served by Pleasantville Union Free School District. This page shows the 2026-27 school calendar including first day, last day, breaks, and holidays.
When does school start in Pleasantville?
School in Pleasantville (Pleasantville Union Free School District) starts on Tuesday, September 1, 2026 for the 2026-27 school year.
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Last updated: August 30, 2026
Source: Pleasantville Union Free School District Official Calendar