The Southold Union Free School District Calendar is a vital resource for the students, parents, teachers, and staff all year long. It offers valuable details regarding school opening and closing dates, school breaks, recess periods, teacher work days and more events that can affect the school calendar. Families can plan vacations, appointments, extra-curricular activities, and schoolwork using the calendar to avoid disruption to the students’ learning.
The calendar is well planned to enable pupils to achieve all the state’s education requirements and to give the pupils adequate breaks and opportunities for rest. The Southold Union Free School District Calendar also includes other significant dates and events, such as the first and last day of school, parent-teacher conferences, and graduation ceremonies. By being updated on the district calendar, the entire school community will be kept informed and prepared, ensuring a successful and organized academic year.
Southold Union Free School District Calendar 2026-2027
There are two dates that are significant on the Southold UFSD calendar: the beginning of school and the end of school. These are the anticipated dates for 2026-27 school year:
| Event | Date(s) |
|---|---|
| First Day for Teachers/Staff (Superintendent Conference Days) | September 1–2, 2026 |
| First Day of School for Students | September 3, 2026 (Thursday) |
| Winter Break | December 24, 2026 – January 1, 2027 |
| Spring Break | April 2 – April 9, 2027 |
| Memorial Day Recess | May 31, 2027 (Monday) |
| Last Day of School for Students* | June 23, 2027 (Wednesday) |
| Total Instructional Days | Minimum 180 Days (per New York State requirements) |
Note: If there are extra snow/emergency school days in the school year, the last day of school could be adjusted. Pre-K through Grade 12 students will be on September 3, 2026. Families are advised to check all dates with the district’s officially issued calendar, when available.
Southold Union Free School District Holidays 2026-2027
The following is a complete list of school holidays, breaks and non-instructional days that are anticipated for the 2026-2027 school year at Southold Union Free School District:
| Holiday / Event | Date(s) | School Open? |
| Labor Day | September 7, 2026 (Mon) | No |
| Rosh Hashanah | September 22-23, 2026 | No |
| Yom Kippur | October 1, 2026 (Thu) | No |
| Columbus Day / Indigenous Peoples Day | October 12, 2026 (Mon) | No |
| Election Day | November 3, 2026 (Tue) | No |
| Veterans Day | November 11, 2026 (Wed) | No |
| Thanksgiving Recess | November 25-27, 2026 | No |
| Winter / Holiday Break | December 24, 2026 – January 1, 2027 | No |
| School Resumes After Winter Break | January 4, 2027 (Mon) | Yes |
| Martin Luther King Jr. Day | January 19, 2027 (Mon) | No |
| Mid-Winter Recess (Presidents’ Week) | February 15-19, 2027 | No |
| Spring Recess | April 5-9, 2027 | No |
| Memorial Day | May 31, 2027 (Mon) | No |
| Juneteenth | June 18, 2027 (Fri) | No |
| Last Day of School (Students) | June 23, 2027 (Wed) | Half Day |
FAQs
Q1: When does the Southold UFSD 2026-2027 school year start?
The first day of school for students is Thursday September 3, 2026. Superintendent Conference Days usually take place on September 1-2, 2026 with the teacher/educator reporting two days in advance. Please check the district’s official website, www.southoldufsd.com, to be sure of the exact date, as BOE approved calendars may be subject to change.
Q2: How many school days are in the Southold UFSD 2026-2027 calendar?
As required by New York State Education Law, Southold UFSD must provide a minimum of 180 days of instruction for students. The 2026-2027 calendar is designed to meet and then exceed this requirement in case of snow days or other unplanned school closures.
Q3: What are the major school holidays in Southold UFSD 2026-2027?
The major school holidays in the 2026-2027 academic year include: Labor Day (September 7, 2026), Rosh Hashanah and Yom Kippur (September-October 2026), Thanksgiving Recess (November 25-27, 2026), Winter Break (December 24, 2026 – January 3, 2027), Martin Luther King Jr. Day (January 19, 2027), Mid-Winter Recess/Presidents’ Week (February 15-19, 2027), Spring Recess (April 5-9, 2027), Memorial Day (May 31, 2027), and Juneteenth (June 18, 2027).
Q4: How are Southold parents notified about school cancellations?
Parent square is the preferred method of communication for Southold UFSD. Parents/guardians will get real-time push notifications through the ParentSquare Parent App (iOS and Android), email and SMS text messaging. CANCELLATIONS are also announced through the district’s official website, and via local news media, such as News12 Long Island. Snow day decisions usually are made by 5:30 AM on the day of the closure.
Q5: Are Regents exams included in the Southold UFSD school calendar 2026-2027?
Yes, students in Southold Junior-Senior High School (JSHS) in Grades 7-12 have New York State Regents Examinations as part of the school calendar. The main Regents exam windows are in January 2027 (January 21-28) and June 2027 (June 1-23). These dates are in accordance with the statewide testing schedule for NYSED. Students are encouraged to check with their guidance counselor on their individual exam schedules for details and use the district website (Junior/ Senior High section) to check on exam dates and locations for specific courses.
Related Post:
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Final Thought
The Southold Union Free School District Calendar 2026-2027 is a helpful tool for keeping the whole family on track throughout the school year. There are hundreds of important dates, events, and milestones that you will need to be aware of from the first day of school on September 3, 2026 to final bell on June 23, 2027.
![NYC School Calendar [New York] 2026-27 – Holidays](https://nycschoolcalendar.info/wp-content/uploads/2025/08/cropped-nycschool-Logo-224x105.png)