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.
| Event | Date(s) | Status |
|---|---|---|
| Superintendent's Conference Days | September 1–2, 2026 (Tue–Wed) | No School |
| 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 |
| Early Dismissal (Countywide Drill) | October 9, 2026 (Fri) | Half Day |
| Columbus Day / Indigenous Peoples' Day | October 12, 2026 (Mon) | No School |
| Superintendent's Conference Day | November 3, 2026 (Tue) | No School |
| Veterans Day | November 11, 2026 (Wed) | No School |
| Half Day (Pre-Thanksgiving, K-12) | November 25, 2026 (Wed) | Half Day |
| Thanksgiving Recess | November 26–27, 2026 (Thu–Fri) | No School |
| Winter Recess | Dec 24, 2026 – Jan 1, 2027 | No School |
| Martin Luther King Jr. Day | January 18, 2027 (Mon) | No School |
| Regents Exams (January) | January 26–29, 2027 | Regents |
| Mid-Winter Recess | February 15–19, 2027 (Mon–Fri) | No School |
| Eid al-Fitr | March 9, 2027 (Tue) | No School |
| Spring Recess (incl. Good Friday) | March 26 – April 2, 2027 (Fri–Fri) | No School |
| Early Dismissal (Experience Our Programs) | May 7, 2027 (Fri) | Half Day |
| Memorial Day | May 31, 2027 (Mon) | No School |
| Juneteenth (observed) | June 18, 2027 (Fri) | No School |
| Regents Exams (June) | June 21–25, 2027 | Regents |
| K-5 Shortened Days | June 22–24, 2027 | Half Day |
| Last Day of School | June 24, 2027 (Thu) | School Closes |
Complete month-by-month calendar from September 2026 to June 2027. Every day is color-coded so you can see school days, holidays, and breaks at a glance.
The Middletown City School District (ECSDM) 2026-2027 school year runs from September 3, 2026 to June 24, 2027. Serving approximately 7,000 students across 10 schools in Orange County, Middletown is one of the most significant school districts in the Mid-Hudson Valley, comparable in size to nearby Newburgh. The district's calendar was officially approved by the Board of Education on March 19, 2026.
The biggest calendar news for 2026-2027 is that Middletown has added Eid al-Fitr (March 9, 2027) as an official school closure for the first time. This makes ECSDM one of the only Mid-Hudson districts to recognize this holiday alongside its existing observances of Yom Kippur. Families should note this extra day off in early March, which falls shortly before Spring Recess.
Speaking of Spring Recess, it runs from March 26 through April 2 — a full 6 school days including Good Friday. This is notably longer than the typical 5-day spring break at many neighboring districts. By contrast, mid-winter recess in February is a full week this year (February 15–19), which is an expansion from the shorter 3-day break offered in 2025-2026. This change aligns Middletown's February schedule with what most other Mid-Hudson and Westchester districts provide.
Parents should be aware of several early dismissal dates: October 9 is a countywide emergency drill with early release, November 25 (day before Thanksgiving) is a shortened session for all K-12 students, and May 7 is an "Experience Our Programs" early dismissal. Additionally, the last three days of school for K-5 students (June 22–24) are shortened days.
The winter recess runs from December 24 through January 1, giving families a 9-day break including weekends. This is comparable to most Mid-Hudson districts like Beacon and Poughkeepsie, which typically follow a similar holiday schedule.
Regents Exams are scheduled for January 26–29 (midyear) and June 21–25 (end-of-year). During June Regents week, high school students may have modified schedules. The district typically includes 3-5 built-in snow days; if fewer snow days are used, the last day of school may be adjusted earlier. There are also 3 Superintendent's Conference Days (September 1–2 and November 3) when students do not attend school.
For easy reference, use the button at the top of this page to download a free, color-coded printable Middletown school calendar for your fridge or classroom.
The first day of school is Thursday, September 3, 2026. September 1–2 are Superintendent's Conference Days (no students), and September 7 is Labor Day.
Winter Recess runs from December 24, 2026 through January 1, 2027. Students return on Monday, January 4.
Spring Recess runs from March 26 – April 2, 2027, which includes Good Friday. This is a 6-school-day break, longer than many nearby districts.
The last day of school is Thursday, June 24, 2027. K-5 students have shortened days June 22–24.
November 25 is a half day (shortened session for all K-12). Schools are closed November 26–27 for Thanksgiving.
Yes — new for 2026-2027! Schools are closed on Tuesday, March 9, 2027 for Eid al-Fitr. This is the first year Middletown has recognized this holiday as an official school closure, making it one of the few Mid-Hudson districts to do so.
Yes. Mid-Winter Recess runs February 15–19, 2027 (a full week). This is an expansion from the 3-day break in 2025-2026, now aligning with most other Mid-Hudson and Westchester districts.
There are several early dismissal dates: October 9 (countywide emergency drill), November 25 (pre-Thanksgiving), May 7 (Experience Our Programs), and June 22–24 (shortened days for K-5 students at end of year).
Data Source: This calendar is based on the official 2026-2027 calendar approved by the Middletown City School District Board of Education on March 19, 2026.
Disclaimer: This website is not affiliated with, endorsed by, or connected to Middletown City School District or the New York State Education Department (NYSED). For the most current and official calendar, please visit www.middletowncityschools.org.
Dates are subject to change. Religious holiday dates are approximate and based on projected lunar calendar calculations.
Last updated: March 29, 2026