Chesapeake Public Schools Winter Break 2026

Name: Chesapeake Public Schools Winter Break 2026
Start: 2026-12-23
End: 2027-01-01
Location: Chesapeake Public Schools

Chesapeake Public Schools students are off from Wednesday, December 23, 2026 through Sunday, January 3, 2027: 12 days in a row, 8 of them school days. School resumes Mon, Jan 4, 2027.

winter breakDecember 23, 2026 to January 1, 20278 school days

Last day beforeTue, Dec 22, 2026

School resumesMon, Jan 4, 2027

Days off in a row12Dec 23 to Jan 3

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Planning notes

Christmas Day (Friday, December 25, 2026) and New Year’s Day (Friday, January 1, 2027) both fall inside the break.

Verified against Chesapeake Public Schools’ official 2026-2027 calendar on September 26, 2026 (board-approved version). Confidence: High.

Source: Chesapeake Public Schools Academic Calendar 2026-2027 (Approved 11/17/2025) (PDF) · district calendar page

Note: Approved by the School Board on November 17, 2025, together with the 2027-28 calendar. The district website shows a browser check to this network: the district's calendar folder was read via a Web Archive capture of September 7, 2026, which links this file as the 2026-2027 Academic Calendar; the file downloaded from the district's document host is identical, byte for byte, to the approved calendar first posted November 18, 2025. School starts Tuesday, September 8; Labor Day (September 7) falls before the first day. Teacher workday/in-service days with no school for any students: November 3, January 29, February 1 and April 14. Elementary-only teacher workdays (no school for elementary students; other students attend): October 9, March 12 and May 14. Early release for all students: November 25 and June 16-17 (culminating assessments; June 17 is the last day). December 21-22 are school days; schools reopen January 4. Memorial Day (May 31) is a holiday before the last day. Time missed for weather may be made up with banked time, up to 10 unscheduled remote learning days, select holidays, teacher workday/in-service days and/or longer school days. High school graduations June 16-18. The calendar does not state a number of student days.

Winter break in nearby districts

5 of the other 5 Virginia districts we track have winter break the same week.

District	Winter break	Back to school
Chesapeake Public Schools	December 23, 2026 to January 1, 2027	Mon, Jan 4, 2027
Virginia Beach City Public Schools	December 21, 2026 to January 1, 2027	Mon, Jan 4, 2027
Chesterfield County Public Schools	December 21, 2026 to January 1, 2027	Mon, Jan 4, 2027
Henrico County Public Schools	December 21, 2026 to January 1, 2027	Mon, Jan 4, 2027

Frequently asked questions

When does Chesapeake Public Schools winter break start and end?

Winter break starts Wednesday, December 23, 2026 and ends Friday, January 1, 2027.

When do Chesapeake Public Schools students go back to school after winter break?

Monday, January 4, 2027.

How many days off is winter break?

eight school days. With the weekends, students are off 12 days in a row (Wed, Dec 23, 2026 to Sun, Jan 3, 2027).

Could Chesapeake Public Schools winter break dates change?

The dates come from the district’s board-approved calendar. Districts sometimes revise a calendar after weather closures; we re-check the official document every week and update this page if it changes.

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We check every report against the district's official calendar, usually within two days. You are reporting a date for Chesapeake Public Schools.

Chesapeake Public Schools Winter Break 2026

Planning notes

Winter break in nearby districts

Frequently asked questions

More Chesapeake Public Schools dates

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