Official Middletown 2025-2026 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 2025 through June 2026. 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, 2025 (Wed) | School Opens |
| Rosh Hashanah | September 23, 2025 - September 24, 2025 | No School |
| Yom Kippur | October 2, 2025 (Thu) | No School |
| Columbus Day / Indigenous Peoples' Day | October 13, 2025 (Mon) | No School |
| Veterans Day | November 11, 2025 (Tue) | No School |
| Thanksgiving Recess | November 27, 2025 - November 28, 2025 | No School |
| Winter Recess | December 22, 2025 - January 2, 2026 | No School |
| Lunar New Year | February 17, 2026 (Tue) | No School |
| Spring Recess | March 30, 2026 - April 3, 2026 | No School |
| Memorial Day | May 25, 2026 (Mon) | No School |
| Juneteenth | June 19, 2026 (Fri) | No School |
| Last Day of School | June 25, 2026 (Thu) | School Closes |
View the full 2025-2026 school year by month.
Middletown City School District is listed here with official 2025-2026 calendar data. The student year starts on Wednesday, September 3, 2025 and ends on Thursday, June 25, 2026.
The main multi-day closure blocks are Rosh Hashanah (Tuesday, September 23, 2025 through Wednesday, September 24, 2025), Thanksgiving Recess (Thursday, November 27, 2025 through Friday, November 28, 2025), Winter Recess (Monday, December 22, 2025 through Friday, January 2, 2026), Spring Recess (Monday, March 30, 2026 through Friday, April 3, 2026).
Single-day closures and important calendar items include Yom Kippur (Thursday, October 2, 2025), County-Wide Early Dismissal Drill (Friday, October 10, 2025), Columbus Day / Indigenous Peoples' Day (Monday, October 13, 2025), Veterans Day (Tuesday, November 11, 2025), Shortened Session 9-12 ONLY - NYS Soccer (High school only) (Friday, November 14, 2025), Shortened Session Conferences 9-12 (Day + Eve) (High school only) (Tuesday, November 18, 2025), Shortened Session Conferences K-5 (Day) (Elementary only) (Wednesday, November 19, 2025), Shortened Session Conferences K-5 (Day) (Elementary only) (Thursday, November 20, 2025), 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