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Chester, Deep River, Essex and Region 4 School Districts CT Calendar 26-27

  • 2026/27
  • Connecticut
  • 4 teacher days

The Chester, Deep River, Essex and Region 4 School Districts 2026–27 school year runs from Aug 27, 2026 to Jun 9, 2027. Breaks include Thanksgiving break Nov 25-27 and winter break Dec 24-Jan 1. The table below lists all teacher workdays and early release days. Download the PDF calendar, or read the FAQs.

School year starts Thu, Aug 27, 2026 First Day of School
School year ends Wed, Jun 9, 2027 Last Day of School/Early Dismissal PK-12/VRHS Graduation
Next key date Thu, Aug 27, 2026 Counts down once the school year is under way

Chester, Deep River, Essex and Region 4 School Districts 2026-27 calendar

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

Chester, Deep River, Essex and Region 4 School Districts CT 2026-27 calendar
Chester, Deep River, Essex and Region 4 School Districts 2026-27 calendar

Chester, Deep River, Essex and Region 4 School Districts 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

  • Aug 24, 2026 — Convocation - All PK-12 Staff
  • Aug 24-26, 2026 — Professional Development Days for Teachers and Paraeducators
  • Aug 27, 2026 — First Day of School

September 2026

  • Sep 7, 2026 — Labor Day
  • Sep 21, 2026 — Yom Kippur

October 2026

  • Oct 9, 2026 — Professional Development Day - Staff Only, No Students
  • Oct 12, 2026 — Columbus Day
  • Oct 22-23, 2026 — Early Dismissal PK-12/PK-12 Teacher Conferences/Professional Development

November 2026

  • Nov 3, 2026 — End of Quarter Grades 9-12
  • Nov 24, 2026 — End of Trimester Grades K-8
  • Nov 25-27, 2026 — Thanksgiving Break

December 2026

  • Dec 23, 2026 — Early Dismissal PK-12
  • Dec 24, 2026-Jan 1, 2027 — Winter Break

January 2027

  • Dec 24, 2026-Jan 1, 2027 — Winter Break
  • Jan 18, 2027 — Martin Luther King Jr. Day
  • Jan 20, 2027 — End of Quarter Grades 9-12

February 2027

  • Feb 10, 2027 — Early Dismissal PK-12/Professional Development Afternoon
  • Feb 15-16, 2027 — Presidents' Day/February Break

March 2027

  • Mar 5, 2027 — End of Trimester Grades K-8
  • Mar 10, 2027 — Professional Development Day - Staff Only, No Students
  • Mar 18-19, 2027 — Early Dismissal PK-12/PK-12 Teacher Conferences
  • Mar 26, 2027 — Good Friday
  • Mar 30, 2027 — End of Quarter Grades 9-12

April 2027

  • Apr 12-16, 2027 — April Break
  • Apr 28, 2027 — Early Dismissal PK-12/Professional Development Afternoon

May 2027

  • May 31, 2027 — Memorial Day

June 2027

  • Jun 9, 2027 — Last Day of School/Early Dismissal PK-12/VRHS Graduation
  • Jun 9, 2027 — End of Trimester Grades K-8/Quarter Grades 9-12
  • Jun 10-21, 2027 — Make-up Days

July 2027

  • Jul 12-30, 2027 — ESY Program

Chester, Deep River, Essex and Region 4 School Districts teacher and staff days 2026/27

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

  • Aug 24, 2026 Convocation - All PK-12 Staff District source
  • Aug 24-26, 2026 Professional Development Days for Teachers and Paraeducators District source
  • Oct 9, 2026 Professional Development Day - Staff Only, No Students District source
  • Mar 10, 2027 Professional Development Day - Staff Only, No Students District source

Chester, Deep River, Essex and Region 4 School Districts breaks and holidays

School is closed to students on these dates.

  • Sep 7, 2026 Labor Day Holiday
  • Sep 21, 2026 Yom Kippur Holiday
  • Oct 12, 2026 Columbus Day Holiday
  • Nov 25-27, 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 April Break Break
  • May 31, 2027 Memorial Day Holiday

Your checked 2026/27 Chester, Deep River, Essex and Region 4 School Districts planning calendar

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

Useful now29 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

Chester, Deep River, Essex and Region 4 School Districts 2026–27 calendar dates

DateEvent
Aug 24, 2026Convocation - All PK-12 Staff
Aug 24-26, 2026Professional Development Days for Teachers and Paraeducators
Aug 27, 2026First Day of School
Sep 7, 2026Labor Day
Sep 21, 2026Yom Kippur
Oct 9, 2026Professional Development Day - Staff Only, No Students
Oct 12, 2026Columbus Day
Oct 22-23, 2026Early Dismissal PK-12/PK-12 Teacher Conferences/Professional Development
Nov 3, 2026End of Quarter Grades 9-12
Nov 24, 2026End of Trimester Grades K-8
Nov 25-27, 2026Thanksgiving Break
Dec 23, 2026Early Dismissal PK-12
Dec 24, 2026-Jan 1, 2027Winter Break
Jan 18, 2027Martin Luther King Jr. Day
Jan 20, 2027End of Quarter Grades 9-12
Feb 10, 2027Early Dismissal PK-12/Professional Development Afternoon
Feb 15-16, 2027Presidents' Day/February Break
Mar 5, 2027End of Trimester Grades K-8
Mar 10, 2027Professional Development Day - Staff Only, No Students
Mar 18-19, 2027Early Dismissal PK-12/PK-12 Teacher Conferences
Mar 26, 2027Good Friday
Mar 30, 2027End of Quarter Grades 9-12
Apr 12-16, 2027April Break
Apr 28, 2027Early Dismissal PK-12/Professional Development Afternoon
May 31, 2027Memorial Day
Jun 9, 2027Last Day of School/Early Dismissal PK-12/VRHS Graduation
Jun 9, 2027End of Trimester Grades K-8/Quarter Grades 9-12
Jun 10-21, 2027Make-up Days
Jul 12-30, 2027ESY Program

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Chester, Deep River, Essex and Region 4 School Districts calendar FAQs

When is the first day of school in Chester, Deep River, Essex and Region 4 School Districts for 2026-2027?
The first day of school for Chester, Deep River, Essex and Region 4 School Districts is August 27, 2026.
When is Spring Break in Chester, Deep River, Essex and Region 4 School Districts for 2026-2027?
Spring Break, listed as April Break, is from April 12 through April 16, 2027.
When is Christmas Break in Chester, Deep River, Essex and Region 4 School Districts for 2026-2027?
The calendar does not list a separate Christmas Break. The holiday period is included in Winter Break, which runs from December 24, 2026 through January 1, 2027.
When is Winter Break in Chester, Deep River, Essex and Region 4 School Districts for 2026-2027?
Winter Break is from December 24, 2026 through January 1, 2027.
When is Thanksgiving Break in Chester, Deep River, Essex and Region 4 School Districts for 2026-2027?
Thanksgiving Break is from November 25 through November 27, 2026.
When is the last day of school in Chester, Deep River, Essex and Region 4 School Districts for 2026-2027?
The scheduled last day of school is June 9, 2027, with early dismissal for PK-12. VRHS Graduation is also scheduled for June 9, 2027.
When is Labor Day in Chester, Deep River, Essex and Region 4 School Districts for 2026-2027?
Labor Day is September 7, 2026.
When is Yom Kippur in Chester, Deep River, Essex and Region 4 School Districts for 2026-2027?
Yom Kippur is observed on September 21, 2026.
When is Columbus Day in Chester, Deep River, Essex and Region 4 School Districts for 2026-2027?
Columbus Day is October 12, 2026.
When is Martin Luther King Jr. Day in Chester, Deep River, Essex and Region 4 School Districts for 2026-2027?
Martin Luther King Jr. Day is January 18, 2027.
When is Presidents' Day and February Break in Chester, Deep River, Essex and Region 4 School Districts for 2026-2027?
Presidents' Day and February Break are scheduled for February 15 through February 16, 2027.
When is Good Friday in Chester, Deep River, Essex and Region 4 School Districts for 2026-2027?
Good Friday is March 26, 2027.
When is Memorial Day in Chester, Deep River, Essex and Region 4 School Districts for 2026-2027?
Memorial Day is May 31, 2027.
When are teacher conference early dismissal days in Chester, Deep River, Essex and Region 4 School Districts for 2026-2027?
PK-12 early dismissal and teacher conferences are scheduled for October 22-23, 2026 and March 18-19, 2027.
When are Professional Development Days in Chester, Deep River, Essex and Region 4 School Districts for 2026-2027?
Professional Development Days for teachers and paraeducators are August 24-26, 2026. Staff-only Professional Development Days with no students are October 9, 2026 and March 10, 2027.
When are the school make-up days in Chester, Deep River, Essex and Region 4 School Districts for 2026-2027?
Make-up days for unscheduled school closings are scheduled from June 10 through June 21, 2027, if needed.

Dates can change after publication. Read our calendar disclaimer.