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.
Visual Calendar
Official Calendar Images
Official calendar scans for Westport Community Schools. Click any page to open the full-size image.
School Calendar
Interactive Calendar
Westport Community Schools's 2026–2027 academic calendar — holidays, breaks, and key dates.
Month by Month Calendar
About the District
School Information
Details and contact information for Westport Community Schools WCS.
Who This Calendar Applies To
Schools Covered by This Calendar
The 2026–2027 Westport Community Schools academic calendar applies district-wide to all 3 schools.
Early Childhood & Pre-K Centers1
- Alice A Macomber School (PK–K)
Elementary Schools1
- Westport Elementary School (1–4)
Combined & Specialized Campuses1
- Westport Middle-High School (5–12)
School list from the Massachusetts public school directory (MassGIS / DESE). Individual schools set their own start and dismissal times, and some may adjust specific dates — confirm with the school before planning around a date.
Sources and Checks
Where these dates come from
How the 2026–2027 Westport Community Schools calendar on this page was compiled and what to re-check before you rely on it.
- ✓District publication. Dates are taken from the calendar Westport Community Schools published for 2026–2027, shown as images on this page.
- ✓Official website. Cross-checked against westportschools.org.
- ✓Board-approved version is used where the district marks one.
- ✓First and last day match the published calendar.
- ✓Breaks and holidays are listed with their full date ranges.
- ✓Teacher / no-school days are included where the district lists them.
- ✓Changes happen. Districts amend calendars mid-year — confirm with Westport Community Schools before booking around a date.
Common Questions
Frequently Asked 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].
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Recently Updated Calendars
Other Massachusetts school district calendars — recently added or updated.