Official Middletown 2026-2027 school calendar with holidays, breaks, PDF, and calendar sync. Complete school year calendar for the Middletown Enlarged City School District in Orange County — one of the few Mid-Hudson districts to observe Eid al-Fitr as an official school holiday starting in 2026-2027. Includes all holidays, breaks, half days, and important dates from September 2026 through June 2027. Dates are manually collected and screened from district-published calendar materials. Printable PDF and Google/Apple Calendar sync options are available below. Updated March 29, 2026.
| Event | Date(s) | Status |
|---|---|---|
| First Day of School | September 3, 2026 (Thu) | School Opens |
| Labor Day | September 7, 2026 (Mon) | No School |
| Yom Kippur | September 21, 2026 (Mon) | No School |
| Columbus Day / Indigenous Peoples' Day | October 12, 2026 (Mon) | No School |
| Veterans Day | November 11, 2026 (Wed) | No School |
| Thanksgiving Recess | November 26, 2026 - November 27, 2026 | No School |
| Winter Recess | December 24, 2026 - January 1, 2027 | No School |
| Martin Luther King Jr. Day | January 18, 2027 (Mon) | No School |
| Midwinter Recess | February 15, 2027 - February 19, 2027 | No School |
| Eid al-Fitr | March 9, 2027 (Tue) | No School |
| Spring Recess | March 26, 2027 - April 2, 2027 | No School |
| Passover | April 22, 2027 (Thu) | No School |
| Memorial Day | May 31, 2027 (Mon) | No School |
| Juneteenth (observed) | June 18, 2027 (Fri) | No School |
| Last Day of School | June 24, 2027 (Thu) | School Closes |
View the full 2026-2027 school year by month.
Middletown City School District is listed here with official 2026-2027 calendar data. The student year starts on Thursday, September 3, 2026 and ends on Thursday, June 24, 2027.
The main multi-day closure blocks are Thanksgiving Recess (Thursday, November 26, 2026 through Friday, November 27, 2026), Winter Recess (Thursday, December 24, 2026 through Friday, January 1, 2027), Mid-Winter Recess (Monday, February 15, 2027 through Friday, February 19, 2027), Spring Recess (Friday, March 26, 2027 through Friday, April 2, 2027).
Single-day closures and important calendar items include Labor Day (Monday, September 7, 2026), Yom Kippur (Monday, September 21, 2026), Early Dismissal Drill (Friday, October 9, 2026), Columbus Day / Indigenous Peoples' Day (Monday, October 12, 2026), Veterans Day (Wednesday, November 11, 2026), Shortened Session 9-12 ONLY - NYS Soccer (High school only) (Friday, November 13, 2026), Shortened Session Conferences 6-8 (Day & Eve) (Middle school only) (Monday, November 16, 2026), Shortened Session Conferences K-5 (Day) (Elementary only) (Tuesday, November 17, 2026), plus additional dated items in the table below.
Data source & handling: Official calendar from Middletown City School District (middletowncityschools.org). We manually collect and screen dates from district materials, then organize them into key dates, printable PDF, and calendar sync.
Disclaimer: This site is not affiliated with Middletown City School District or NYSED. Official calendars can change - always check middletowncityschools.org before making plans.
Last updated: March 29, 2026