For the 2026–2027 school year, Chester, Deep River, Essex and Region 4 School Districts publishes its official academic calendar for Connecticut. Classes begin Aug 27 and end Jun 9. All dates listed below are sourced from the district's official publications. Verify with Chester, Deep River, Essex and Region 4 School Districts before scheduling around them.
Visual Calendar
Official Calendar Images
Official calendar scans for Chester, Deep River, Essex and Region 4 School Districts. Click any page to open the full-size image.
School Calendar
Interactive Calendar
Chester, Deep River, Essex and Region 4 School Districts's 2026–2027 academic calendar — holidays, breaks, and key dates.
Month by Month Calendar
- Convocation - All PK-12 StaffAug 24, 2026Event
- Professional Development Days for Teachers and ParaeducatorsAug 24 — Aug 26Teacher Day
- First Day of SchoolAug 27, 2026School Opens
- Labor DaySep 7, 2026No School
- Yom KippurSep 21, 2026Event
- Professional Development Day - Staff Only, No StudentsOct 9, 2026Teacher Day
- Columbus DayOct 12, 2026No School
- Early Dismissal PK-12/PK-12 Teacher Conferences/Professional DevelopmentOct 22 — Oct 23Teacher Day
- End of Quarter Grades 9-12Nov 3, 2026Grading
- End of Trimester Grades K-8Nov 24, 2026Grading
- Thanksgiving BreakNov 25 — Nov 27No School
- Early Dismissal PK-12Dec 23, 2026Event
- Winter BreakDec 24 — Jan 1No School
- Martin Luther King Jr. DayJan 18, 2027No School
- End of Quarter Grades 9-12Jan 20, 2027Grading
- Early Dismissal PK-12/Professional Development AfternoonFeb 10, 2027Teacher Day
- Presidents' Day/February BreakFeb 15 — Feb 16No School
- End of Trimester Grades K-8Mar 5, 2027Grading
- Professional Development Day - Staff Only, No StudentsMar 10, 2027Teacher Day
- Early Dismissal PK-12/PK-12 Teacher ConferencesMar 18 — Mar 19Teacher Day
- Good FridayMar 26, 2027No School
- End of Quarter Grades 9-12Mar 30, 2027Grading
- April BreakApr 12 — Apr 16No School
- Early Dismissal PK-12/Professional Development AfternoonApr 28, 2027Teacher Day
- Memorial DayMay 31, 2027No School
- Last Day of School/Early Dismissal PK-12/VRHS GraduationJun 9, 2027School Closes
- End of Trimester Grades K-8/Quarter Grades 9-12Jun 9, 2027Grading
- Make-up DaysJun 10 — Jun 21Event
- ESY ProgramJul 12 — Jul 30Event
About the District
School Information
Details and contact information for Chester, Deep River, Essex and Region 4 School Districts R4.
Sources and Checks
Where these dates come from
How the 2026–2027 Chester, Deep River, Essex and Region 4 School Districts calendar on this page was compiled and what to re-check before you rely on it.
- ✓District publication. Dates are taken from the calendar Chester, Deep River, Essex and Region 4 School Districts published for 2026–2027, shown as images on this page.
- ✓Official website. Cross-checked against reg4.k12.ct.us.
- ✓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 Chester, Deep River, Essex and Region 4 School Districts before booking around a date.
Common Questions
Frequently Asked Questions
Chester, Deep River, Essex and Region 4 School Districts Calendar 2026–2027 — important dates and answers.
The first day of school for Chester, Deep River, Essex and Region 4 School Districts is August 27, 2026.
Spring Break, listed as April Break, is from April 12 through April 16, 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.
Winter Break is from December 24, 2026 through January 1, 2027.
Thanksgiving Break is from November 25 through November 27, 2026.
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.
Labor Day is September 7, 2026.
Yom Kippur is observed on September 21, 2026.
Columbus Day is October 12, 2026.
Martin Luther King Jr. Day is January 18, 2027.
Presidents' Day and February Break are scheduled for February 15 through February 16, 2027.
Good Friday is March 26, 2027.
Memorial Day is May 31, 2027.
PK-12 early dismissal and teacher conferences are scheduled for October 22-23, 2026 and March 18-19, 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.
Make-up days for unscheduled school closings are scheduled from June 10 through June 21, 2027, if needed.
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