Visual Calendar
Official calendar scans for Westport Community Schools. Click any image to open full-screen.
School Calendar
Download Westport Community Schools's 2026–2027 academic calendar PDF — holidays, breaks, and key dates.
For the 2026–2027 school year, the district serves 2,000 students across 5 schools in Massachusetts. The 2026–2027 academic year includes 180 instructional days. All dates listed below are sourced from the district's official publications. Verify with Westport Community Schools before scheduling around them.
About the District
Details and contact information for Westport Community Schools.
Common Questions
Westport Community Schools Calendar 2026–2027 — important dates and answers.
For grades 1-12, the first day of school is September 3, 2026[cite: 32, 51]. Kindergarten students begin on September 9, 2026[cite: 37, 54].
Spring break (Patriots' Day/April Break) is scheduled from April 19 to April 23, 2027[cite: 75, 76].
Winter break begins with an early release on December 23, 2026, and runs from December 24, 2026, through January 1, 2027[cite: 97, 98, 101].
February break (Presidents' Day break) is from February 15 to February 19, 2027[cite: 60, 67].
There is an early release for students on November 25, 2026, followed by the break on November 26 and 27, 2026[cite: 85, 86, 89, 90].
The last day for grades K-11 is June 17, 2027, which is also an early release day[cite: 102, 103]. Note that the last day may occur as late as June 30 depending on conditions[cite: 105].
High School Graduation is scheduled for June 5, 2027[cite: 99, 100].
Yes, schools are closed for Labor Day (September 7) [cite: 34, 52], Columbus Day (October 12) [cite: 42, 43], and Veterans' Day (November 11)[cite: 77, 78].
Explore More
Other Massachusetts school district calendars — recently added or updated.