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Cheshire Public Schools CT Calendar 26-27

  • 2026/27
  • Connecticut
  • 2 teacher days

The Cheshire Public Schools 2026–27 school year runs from Sep 8, 2026 to Jun 16, 2027. Breaks include Thanksgiving break Nov 26-27, winter break Dec 24-Jan 1, and spring break Apr 12-16. The table below lists all teacher workdays and early release days. Download the PDF calendar, or read the FAQs.

School year starts Tue, Sep 8, 2026 First Day of School
School year ends Wed, Jun 16, 2027 Projected Last Student Day
Next key date Tue, Sep 8, 2026 Counts down once the school year is under way

Cheshire Public Schools 2026-27 calendar

The district's published calendar. Select an image to open it full size.

Cheshire Public Schools CT 2026-27 calendar
Cheshire Public Schools 2026-27 calendar

Cheshire Public Schools school year calendar

Every published date for 2026–27, colour-coded by what happens that day.

  • First / last day
  • Break
  • Holiday
  • Teacher / staff day
  • Early release
  • Other date

August 2026

September 2026

  • Sep 2, 2026 — Convocation/Staff Prep. Day
  • Sep 3, 2026 — Prof. Dev. Day
  • Sep 4, 2026 — Prof. Dev. Day
  • Sep 7, 2026 — Labor Day
  • Sep 8, 2026 — First Day of School

October 2026

  • Oct 13, 2026 — Early Dismissal - CHS only - Parent Conf.
  • Oct 15, 2026 — Early Dismissal - Dodd only - Parent Conf.

November 2026

  • Nov 3, 2026 — Prof. Dev. Day/Election Day
  • Nov 5, 2026 — Early Dismissal - PreK-6 only - Parent Conf.
  • Nov 10, 2026 — Early Dismissal - PreK-6 only - Parent Conf.
  • Nov 12, 2026 — Early Dismissal - PreK-6 only - Parent Conf.
  • Nov 13, 2026 — Early Dismissal - All Schools - Prof. Dev. Day

December 2026

  • Dec 4, 2026 — Early Dismissal - PreK-6 only - Prof. Dev. Day
  • Dec 18, 2026 — Early Dismissal - All Schools - Prof. Dev. Day
  • Dec 23, 2026 — Early Dismissal - All Schools
  • Dec 24, 2026-Jan 1, 2027 — Winter Break

January 2027

  • Dec 24, 2026-Jan 1, 2027 — Winter Break
  • Jan 15, 2027 — Early Dismissal - All Schools - Prof. Dev. Day
  • Jan 18, 2027 — Martin Luther King, Jr. Day

February 2027

  • Feb 4, 2027 — Early Dismissal - Dodd only - Parent Conf.
  • Feb 11, 2027 — Early Dismissal - Dodd only - Parent Conf.
  • Feb 12, 2027 — Early Dismissal - PreK-6 only - Prof. Dev. Day
  • Feb 15-16, 2027 — Presidents' Day/February Break

March 2027

  • Mar 12, 2027 — Early Dismissal - All Schools - Prof. Dev. Day
  • Mar 16, 2027 — Early Dismissal - PreK-6 only - Parent Conf.
  • Mar 18, 2027 — Early Dismissal - PreK-6 only - Parent Conf.
  • Mar 23, 2027 — Early Dismissal - PreK-6 only - Parent Conf.
  • Mar 26, 2027 — Good Friday

April 2027

  • Apr 5, 2027 — Late Arrival - All Schools - Prof. Dev. Day
  • Apr 12-16, 2027 — Spring Break

May 2027

  • May 28, 2027 — Early Dismissal - PreK-6 only - Prof. Dev. Day
  • May 31, 2027 — Memorial Day

June 2027

  • Jun 16, 2027 — Projected Last Student Day
  • Jun 17, 2027 — Projected Last Teacher Work Day

July 2027

Cheshire Public Schools teacher and staff days 2026/27

Students normally stay home on these days. Confirm with the district before making plans.

  • Sep 2, 2026 Convocation/Staff Prep. Day District source
  • Jun 17, 2027 Projected Last Teacher Work Day District source

Cheshire Public Schools breaks and holidays

School is closed to students on these dates.

  • Sep 7, 2026 Labor Day Holiday
  • Sep 21, 2026 Yom Kippur Holiday
  • Nov 26-27, 2026 Thanksgiving Break Break
  • Dec 24, 2026-Jan 1, 2027 Winter Break Break
  • Jan 18, 2027 Martin Luther King, Jr. Day Holiday
  • Feb 15-16, 2027 Presidents' Day/February Break Break
  • Mar 26, 2027 Good Friday Holiday
  • Apr 12-16, 2027 Spring Break Break
  • May 31, 2027 Memorial Day Holiday

Your checked 2026/27 Cheshire Public Schools planning calendar

How these dates are put together, and what to double-check before you book anything.

Useful now38 published dates for the 2026–27 school year, laid out month by month.
CheckedTaken from the district’s own published calendar, not retyped from memory.
Kept currentLast updated August 12, 2026.
Full term dates table

Cheshire Public Schools 2026–27 calendar dates

DateEvent
Sep 2, 2026Convocation/Staff Prep. Day
Sep 3, 2026Prof. Dev. Day
Sep 4, 2026Prof. Dev. Day
Sep 7, 2026Labor Day
Sep 8, 2026First Day of School
Sep 21, 2026Yom Kippur
Sep 22, 2026Late Arrival - All Schools - Prof. Dev. Day
Oct 13, 2026Early Dismissal - CHS only - Parent Conf.
Oct 15, 2026Early Dismissal - Dodd only - Parent Conf.
Nov 3, 2026Prof. Dev. Day/Election Day
Nov 5, 2026Early Dismissal - PreK-6 only - Parent Conf.
Nov 10, 2026Early Dismissal - PreK-6 only - Parent Conf.
Nov 12, 2026Early Dismissal - PreK-6 only - Parent Conf.
Nov 13, 2026Early Dismissal - All Schools - Prof. Dev. Day
Nov 25, 2026Early Dismissal - All Schools
Nov 26-27, 2026Thanksgiving Break
Dec 4, 2026Early Dismissal - PreK-6 only - Prof. Dev. Day
Dec 18, 2026Early Dismissal - All Schools - Prof. Dev. Day
Dec 23, 2026Early Dismissal - All Schools
Dec 24, 2026-Jan 1, 2027Winter Break
Jan 15, 2027Early Dismissal - All Schools - Prof. Dev. Day
Jan 18, 2027Martin Luther King, Jr. Day
Feb 4, 2027Early Dismissal - Dodd only - Parent Conf.
Feb 11, 2027Early Dismissal - Dodd only - Parent Conf.
Feb 12, 2027Early Dismissal - PreK-6 only - Prof. Dev. Day
Feb 15-16, 2027Presidents' Day/February Break
Mar 12, 2027Early Dismissal - All Schools - Prof. Dev. Day
Mar 16, 2027Early Dismissal - PreK-6 only - Parent Conf.
Mar 18, 2027Early Dismissal - PreK-6 only - Parent Conf.
Mar 23, 2027Early Dismissal - PreK-6 only - Parent Conf.
Mar 26, 2027Good Friday
Mar 29, 2027Prof. Dev. Day
Apr 5, 2027Late Arrival - All Schools - Prof. Dev. Day
Apr 12-16, 2027Spring Break
May 28, 2027Early Dismissal - PreK-6 only - Prof. Dev. Day
May 31, 2027Memorial Day
Jun 16, 2027Projected Last Student Day
Jun 17, 2027Projected Last Teacher Work Day

Useful next steps

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Cheshire Public Schools calendar FAQs

When is the first day of school in Cheshire Public Schools for 2026-2027?
The first day of school for Cheshire Public Schools is September 8, 2026.
When is Spring Break in Cheshire Public Schools for 2026-2027?
Spring Break in Cheshire Public Schools is from April 12 through April 16, 2027.
When is Christmas Break in Cheshire Public Schools for 2026-2027?
Christmas Break is included in Winter Break, which begins on December 24, 2026 and continues through January 1, 2027.
When is Winter Break in Cheshire Public Schools for 2026-2027?
Winter Break in Cheshire Public Schools is from December 24, 2026 through January 1, 2027.
When is Thanksgiving Break in Cheshire Public Schools for 2026-2027?
Thanksgiving Break is November 26-27, 2026. There is also an early dismissal for all schools on November 25, 2026.
When is the last day of school in Cheshire Public Schools for 2026-2027?
The projected last student day for Cheshire Public Schools is June 16, 2027.
When is Labor Day in Cheshire Public Schools for 2026-2027?
Labor Day is September 7, 2026, and there is no school for students.
When is Yom Kippur in Cheshire Public Schools for 2026-2027?
Yom Kippur is September 21, 2026, and there is no school for students.
When is Election Day in Cheshire Public Schools for 2026-2027?
Election Day is November 3, 2026. It is also scheduled as a professional development day, with no school for students.
When is Martin Luther King Jr. Day in Cheshire Public Schools for 2026-2027?
Martin Luther King Jr. Day is January 18, 2027, and there is no school for students.
When is February Break in Cheshire Public Schools for 2026-2027?
Presidents' Day and February Break are scheduled for February 15-16, 2027.
When is Good Friday in Cheshire Public Schools for 2026-2027?
Good Friday is March 26, 2027, and there is no school for students.
When is Memorial Day in Cheshire Public Schools for 2026-2027?
Memorial Day is May 31, 2027, and there is no school for students.
When is the last teacher work day in Cheshire Public Schools for 2026-2027?
The projected last teacher work day is June 17, 2027.

Dates can change after publication. Read our calendar disclaimer.