Visual Calendar
Official calendar scans for Winchester Public Schools. Click any image to open full-screen.
Official Document
The official calendar PDF published by Winchester Public Schools. Download or view inline.
School Calendar
Month-by-month view of Winchester Public Schools's 2026–2027 academic calendar — holidays, breaks, and key dates.
About the District
Details and contact information for Winchester Public Schools.
Common Questions
Winchester Public Schools Calendar 2026–2027 — important dates and answers.
The first day of school is September 2, 2026 (early release for grades K–5).
Spring break (April break) is from April 19 to April 23, 2027.
Christmas break begins on December 24, 2026 and continues through January 1, 2027.
Winter break runs from December 24, 2026 through January 1, 2027.
Thanksgiving break is from November 26 to November 27, 2026, with an early release on November 25, 2026.
The last day of school is June 17, 2027, and it is an early release day for all grades.
February break is from February 15 to February 19, 2027.
Yes, professional development days include August 31, September 1, November 3, and March 2 when there is no school for students.
Conferences are held October 21–23, 2026 (PK–5), January 19–22, 2027 (grades 6–8), and March 17–19, 2027 (PK–5), with early release days.
Yes, make-up days are scheduled from June 21 to June 25, 2027 if needed due to weather or closures.
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Other Massachusetts school district calendars — recently added or updated.