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 19, 2026 — notably earlier on both ends compared to neighboring Westchester districts. The district serves approximately 4,000 students across 5 schools in the town of New Castle.
Chappaqua is ranked in the top 10 school districts in New York State, with Horace Greeley High School among the highest-performing public high schools in the region. The district is located in northern Westchester and is perhaps best known nationally as the home of the Clinton family.
The first day for Chappaqua CSD is Tuesday, September 2, 2025.
Holiday Recess runs from December 22, 2025 through January 2, 2026.
Spring Recess runs from March 30 – April 3, 2026.
The last day is Friday, June 26, 2026. Chappaqua typically ends earlier than many other Westchester districts.
Mid-Winter Recess is February 16–20, 2026, coinciding with Presidents' Day week.
Yes. Chappaqua CSD (formally the Chappaqua Central School District) is widely ranked in the top 10 school districts in New York State. Horace Greeley High School regularly achieves some of the highest SAT averages in the region.
Yes. Chappaqua's first day (September 2, 2025) is 1–2 days earlier than most Westchester County districts like Scarsdale and White Plains. This allows the district to end earlier in June, often finishing by June 19 instead of June 26.
Data Source: This calendar is based on projected dates derived from historical Chappaqua Central School District scheduling patterns.
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.
Dates are subject to change. Religious holiday dates are approximate and based on projected lunar calendar calculations.
Last updated: March 11, 2026