For the 2026–2027 school year, the district serves 1,500 students across 3 schools in Hudson Valley, New York. Classes begin September 2, 2026 and end June 25, 2027, with 180 instructional days planned. All dates listed below are sourced from the district's official publications. Verify with Chester Union Free School District before scheduling around them.
Visual Calendar
Official Calendar Images
Official calendar scans for Chester Union Free School District. Click any page to open the full-size image.
School Calendar
Interactive Calendar
Chester Union Free School District's 2026–2027 academic calendar — holidays, breaks, and key dates.
Month by Month Calendar
About the District
School Information
Details and contact information for Chester Union Free School District CUFSD.
Sources and Checks
Where these dates come from
How the 2026–2027 Chester Union Free School District calendar on this page was compiled and what to re-check before you rely on it.
- ✓District publication. Dates are taken from the calendar Chester Union Free School District published for 2026–2027, shown as images on this page.
- ✓Official website. Cross-checked against chesterufsd.org.
- ✓Board-approved version is used where the district marks one.
- ✓First and last day match the published calendar.
- ✓Breaks and holidays are listed with their full date ranges.
- ✓Teacher / no-school days are included where the district lists them.
- ✓Changes happen. Districts amend calendars mid-year — confirm with Chester Union Free School District before booking around a date.
Common Questions
Frequently Asked Questions
Chester Union Free School District Calendar 2026–2027 — important dates and answers.
The first day of school is September 2, 2026.
Spring break is from March 26 to April 2, 2027.
Christmas break is part of winter recess, which runs from December 24 to December 31, 2026.
Winter break is from December 24 to December 31, 2026, and February 15 to February 19, 2027.
Thanksgiving break is from November 25 to November 27, 2026.
The last day of school is June 25, 2027.
Labor Day is observed on September 7, 2026.
Presidents' Day is on February 15, 2027.
Regents exams are scheduled for January 26-29, 2027 and June 15-17, 2027, as well as June 21-25, 2027.
Memorial Day is observed on May 31, 2027.
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Recently Updated Calendars
Other New York school district calendars — recently added or updated.