Complete school year calendar for Chappaqua CSD — one of America's most sought-after public school districts in northern Westchester County, home to former President Bill Clinton. Includes all holidays, breaks, half days, and important dates from September 2025 through June 2026.
| Event | Date(s) | Status |
|---|---|---|
| First Day of School | September 2, 2025 (Tue) | School Opens |
| Labor Day | September 1, 2025 (Mon) | No School |
| Rosh Hashanah | September 23–24, 2025 (Tue–Wed) | No School |
| Yom Kippur | October 2, 2025 (Thu) | No School |
| Columbus Day | October 13, 2025 (Mon) | No School |
| Veterans Day | November 11, 2025 (Tue) | No School |
| Thanksgiving Recess | November 27–28, 2025 (Thu–Fri) | No School |
| Winter Break | Dec 22, 2025 – Jan 2, 2026 | No School |
| Martin Luther King Jr. Day | January 19, 2026 (Mon) | No School |
| February Break | February 16–20, 2026 (Mon–Fri) | No School |
| Spring Break | March 30 – April 3, 2026 (Mon–Fri) | No School |
| Memorial Day | May 25, 2026 (Mon) | No School |
| Last Day of School | June 26, 2026 (Fri) | School Closes |
Complete month-by-month calendar from September 2025 to June 2026. Every day is color-coded so you can see school days, holidays, and breaks at a glance.
The Chappaqua Central School District 2025-2026 school year runs from September 2, 2025 to June 26, 2026. Situated in northern Westchester County, Chappaqua serves about 3,600 students and is home to the nationally recognized Horace Greeley High School.
As an affluent and highly educated community, Chappaqua places heavy emphasis on academic excellence. The calendar reflects this by providing a full week of Mid-Winter Recess to recharge, while diligently guarding instructional time to prepare for high-stakes testing. Families closely monitor Superintendent Conference Days, which frequently result in early dismissals or staff-only closures.
For easy reference, use the button at the top of this page to download a free, color-coded printable Chappaqua school calendar for your fridge or desk.
Data Source: Official Chappaqua Central School District calendar publication.
Disclaimer: This website is not affiliated with, endorsed by, or connected to Chappaqua Central School District or the New York State Education Department (NYSED). For the most current and official calendar, please visit www.chappaquaschools.org.
Official calendars can still change. Always confirm updates with the district before making plans.
Last updated: March 17, 2026