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 |
| Christmas Day | December 25, 2025 (Thu) | No School |
| New Years Day | January 1, 2026 (Thu) | No School |
| ML King Day | January 19, 2026 (Mon) | No School |
| Presidents' Birthdays | February 16, 2026 (Mon) | No School |
| Lunar New Year | February 17, 2026 (Tue) | No School |
| Presidents' Birthdays | February 18, 2026 (Wed) | No School |
| Spring Recess | April 2, 2026 - April 3, 2026 | No School |
| Memorial Day | May 25, 2026 (Mon) | No School |
| Juneteenth | June 19, 2026 (Fri) | No School |
| Last Day Scholars | June 25, 2026 (Thu) | School Closes |
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| Period | Date(s) | Length |
|---|---|---|
| Thanksgiving Recess Window | Nov 27–30, 2025Districtwide no-school: Nov 27–28, 2025 · Adjacent weekend: Nov 29–30, 2025 | 4 days |
| Winter Recess Window | Dec 20, 2025–Jan 4, 2026Districtwide no-school: Dec 22, 2025–Jan 2, 2026 · Adjacent weekend: Dec 20–21, 2025, Jan 3–4, 2026 | 16 days |
| Presidents' Birthdays Window | Feb 14–18, 2026Districtwide no-school: Feb 16–18, 2026 · Adjacent weekend: Feb 14–15, 2026 | 5 days |
| Spring Recess Window | Apr 2–5, 2026Districtwide no-school: Apr 2–3, 2026 · Adjacent weekend: Apr 4–5, 2026 | 4 days |
| Event | Date(s) |
|---|---|
| Marking Period 1 Interim | Oct 3, 2025 |
| County-Wide Early Dismissal Drill | Oct 10, 2025 |
| County-Wide / No-Student Day | Nov 4, 2025 |
| Marking Period 1 End | Nov 7, 2025 |
| Shortened Session - NYS Soccer (only 9-12) | Nov 14, 2025 |
| Shortened Session Conferences 9-12 (Day + Eve) | Nov 18, 2025 |
| Shortened Session Conferences K-5 (Day) | Nov 19–20, 2025 |
| Shortened Session Conferences 6-8 (Day + Eve) | Nov 24, 2025 |
| Shortened Session Conferences K-5 (Day + Eve) | Nov 25, 2025 |
| Shortened Session K-12 Scholars + MTA | Nov 26, 2025 |
| Marking Period 2 Interim | Dec 12, 2025 |
| Regents Exams | Jan 20–23, 2026 |
| Marking Period 2 End | Jan 30, 2026 |
| Marking Period 3 Interim | Mar 6, 2026 |
| No-Student Day | Mar 6, 2026 |
| Shortened Session Conferences K-5 (Day + Eve) | Mar 16, 2026 |
| Shortened Session Conferences 6-8 (Day + Eve) | Mar 17, 2026 |
| Shortened Session Conferences 9-12 (Day + Eve) | Mar 18, 2026 |
| Shortened Session Conferences K-5 (Day) | Mar 19–20, 2026 |
| Marking Period 3 End | Apr 17, 2026 |
| Early Release Scholars Only - Experience Our Programs* | May 8, 2026 |
| No-Student Day | May 15, 2026 |
| School Budget Vote | May 19, 2026 |
| Marking Period 4 Interim | May 22, 2026 |
| ELA + Algebra II Regents | Jun 9, 2026 |
| Chemistry + Physics Regents | Jun 10, 2026 |
| Regents Exams | Jun 17–26, 2026 |
| Grades K-5 Shortened Session | Jun 23–25, 2026 |
| Graduation Day - NYS Rating Day - Last Day Staff | Jun 26, 2026 |
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), Marking Period 1 Interim (Friday, October 3, 2025), County-Wide Early Dismissal Drill (Friday, October 10, 2025), Columbus Day / Indigenous Peoples' Day (Monday, October 13, 2025), County-Wide Supt. Conference Day (Tuesday, November 4, 2025), Marking Period 1 End (Friday, November 7, 2025), Veterans Day (Tuesday, November 11, 2025), Shortened Session 9-12 ONLY - NYS Soccer (Friday, November 14, 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