Winchester Public Schools Calendar 2026-27

The WPS 2026-27 calendar

This is the district's own calendar, as WPS publishes it. Tap it to open the full-size image.

Add the WPS calendar to your phone

Pick a file. Each one is an all-day event per day off or half day, and a break is one event across all its days.

On an iPhone

Tap a file above, then tap Add All. The dates go into the calendar you choose.

In Google Calendar

On a computer, open Google Calendar, then Settings, then Import & export. Choose the file and the calendar to add it to. The dates show up on your Android phone too.

In Outlook

Open the downloaded file, or in Outlook on the web go to Add calendar, then Upload from file.

These files are a copy of the calendar today. If the district changes a date, download the file again.

WPS vacations and holidays, 2026-27

Every day with no school for students, from the first day to the last: 11 entries and 27 weekdays in all.

WPS early release days

21 early release days in all. Nine are for every school. The other 12 are for some schools only.

Calendar notes: what to plan around

Long weekends and breaks

Every stretch of three or more days with no school, counting weekends. A half day next to a weekend adds half a day.

• 4-day weekend: Friday, Sept. 4 to Monday, Sept. 7. Labor Day weekend. Back Tuesday, Sept. 8.
• 2.5-day weekend: Friday, Sept. 18 at early dismissal to Sunday, Sept. 20. Staff professional development early release. Back Monday, Sept. 21.
• 3.5-day weekend: Friday, Oct. 9 at early dismissal to Monday, Oct. 12. Staff professional development early release and Indigenous Peoples Day. Back Tuesday, Oct. 13.
• 4.5-day weekend: Wednesday, Nov. 25 at early dismissal to Sunday, Nov. 29. Day before Thanksgiving early release and Thanksgiving break. Back Monday, Nov. 30.
• 11.5 days off in a row: Wednesday, Dec. 23 at early dismissal to Sunday, Jan. 3. Day before winter break early release and winter break. Back Monday, Jan. 4.
• 3-day weekend: Saturday, Jan. 16 to Monday, Jan. 18. Martin Luther King Jr. Day. Back Tuesday, Jan. 19.
• 9 days off in a row: Saturday, Feb. 13 to Sunday, Feb. 21. February break. Back Monday, Feb. 22.
• 2.5-day weekend: Friday, April 2 at early dismissal to Sunday, April 4. Staff professional development early release. Back Monday, April 5.
• 9 days off in a row: Saturday, April 17 to Sunday, April 25. April break. Back Monday, April 26.
• 2.5-day weekend: Friday, May 7 at early dismissal to Sunday, May 9. Early release. Back Monday, May 10.
• 3-day weekend: Saturday, May 29 to Monday, May 31. Memorial Day. Back Tuesday, June 1.

Three early releases on a Friday or Monday make a 2.5-day weekend.

Weeks with fewer than five school days

Eleven weeks have fewer than five school days, and three weeks have none at all.

Teacher workdays: no school for students

Two of the days off are staff days. Teachers work; students stay home. Plan child care as you would for a holiday.

• Tuesday, Nov. 3: Election Day, staff professional development
• Tuesday, March 2: staff professional development day

Makeup days

Snow make-up day, Monday, June 21 (only if snow or closure days are used), Snow make-up day, Tuesday, June 22 (only if snow or closure days are used), Snow make-up day, Wednesday, June 23 (only if snow or closure days are used), Snow make-up day, Thursday, June 24 (only if snow or closure days are used) and Snow make-up day, Friday, June 25 (only if snow or closure days are used).

Also worth knowing

• The calendar prints no testing dates.
• The last day can move. June 17 if no snow or closure days are used; up to June 25 if all five make-up days are needed. The planned last day is Thursday, June 17; it can fall from Thursday, June 17 to Friday, June 25.
• After the last day, the calendar still shows No school (June 18). Students are already out.

First and last day of school

The first day of school is Wednesday, Sept. 2, 2026. The last day is Thursday, June 17, 2027, with early dismissal, as planned. It can fall anywhere from Thursday, June 17 to Friday, June 25: June 17 if no snow or closure days are used; up to June 25 if all five make-up days are needed.

Teachers start sooner. Staff days before school run Aug. 31 to Sept. 1.

What the district notes

• The calendar counts 180 school days: 19 in September, 21 in October, 17 in November, 17 in December, 19 in January, 15 in February, 22 in March, 17 in April, 20 in May and 13 in June.
• School hours: preschool 8:55 to 11:30 a.m. and 2:05 p.m., grades K-5 8:05 a.m. to 2:25 p.m., middle and high school 8:25 a.m. to 3:12 p.m.
• Registration for the 2027-28 school year begins Feb. 8, 2027. Bus registration runs June 1 to July 9, 2027. The first day of 2027-28 will not be before Tuesday, Aug. 31, 2027.
• Page 2 of the calendar PDF lists religious and cultural holidays and observances for the year. School is open on most of them, including Yom Kippur (Monday, Sept. 21), Eid al-Fitr (March 9 and 10) and Passover (April 21 to 29).

How we checked these dates

We read every date off the district's own calendar twice: once from the PDF's text and once from the image, cell by cell against its legend. Then we checked each one against the district's School Calendar page and events calendar.

Every weekday on this page matches its date. If the district changes its calendar, its page is the final word.