Projected Chappaqua 2027-2028 school calendar with holidays, breaks, PDF, and calendar sync. Chappaqua is expected to open September 7, 2027, after Labor Day. Spring break is predicted for April 10–14, 2028. Updated September 27, 2026.
| Event | Date(s) | Status |
|---|---|---|
| First Day of School | September 7, 2027 (Tue) | School Opens |
| Yom Kippur / Columbus Day | October 11, 2027 (Mon) | No School |
| Diwali | October 29, 2027 (Fri) | No School |
| Veterans Day | November 11, 2027 (Thu) | No School |
| Thanksgiving Recess | November 25, 2027 - November 26, 2027 | No School |
| Winter Break | December 23, 2027 - December 31, 2027 | No School |
| Martin Luther King Jr. Day | January 17, 2028 (Mon) | No School |
| Lunar New Year | January 26, 2028 (Wed) | No School |
| February Break | February 21, 2028 - February 25, 2028 | No School |
| Spring Break | April 10, 2028 - April 14, 2028 | No School |
| Memorial Day | May 29, 2028 (Mon) | No School |
| Juneteenth | June 19, 2028 (Mon) | No School |
| Last Day of School | June 23, 2028 (Fri) | School Closes |
Spot an error? Help us keep this calendar accurate.
| Period | Date(s) | Length |
|---|---|---|
| Thanksgiving Recess Window | Nov 25–28, 2027Districtwide no-school: Nov 25–26, 2027 · Adjacent weekend: Nov 27–28, 2027 | 4 days |
| Winter Break Window | Dec 23, 2027–Jan 2, 2028Districtwide no-school: Dec 23–31, 2027 · Adjacent weekend: Jan 1–2, 2028 | 11 days |
| February Break Window | Feb 19–27, 2028Districtwide no-school: Feb 21–25, 2028 · Adjacent weekend: Feb 19–20, 2028, Feb 26–27, 2028 | 9 days |
| Spring Break Window | Apr 8–16, 2028Districtwide no-school: Apr 10–14, 2028 · Adjacent weekend: Apr 8–9, 2028, Apr 15–16, 2028 | 9 days |
View the full 2027-2028 school year by month.
Expected school year: September 7 to June 23. Chappaqua started students on the Tuesday after Labor Day in both 2025 and 2026.
Thanksgiving recess is expected November 25–26. Winter break is forecast for December 23–31, following the latest calendar's December 23 start, with a January 3 return. February break is expected February 21–25.
Spring break: April 10–14. This follows the latest calendar's main break during the first week of Passover. Good Friday falls in that same week in 2028, and classes are expected to return April 17.
Diwali is expected to give students October 29–31 off, following the student day off in 2025. For Memorial Day, plan on May 27–29; an extra Friday off would depend on unused snow days.
Sources: Chappaqua calendar downloads; 2028 Jewish holidays.
This is an unofficial forecast based on Chappaqua's 2025–2026 and 2026–2027 calendars. The district's 2027–2028 dates were not yet confirmed as of September 27, 2026.
Disclaimer: This site is not affiliated with Chappaqua Central School District or NYSED. Official calendars can change, and projected dates may shift - always check chappaquaschools.org before making plans.
Last updated: September 27, 2026