For the 2026–2027 school year, Region 16 publishes its official academic calendar for Connecticut. Classes begin Aug 27 and end Jun 10. All dates listed below are sourced from the district's official publications. Verify with Region 16 before scheduling around them.
Visual Calendar
Official Calendar Images
Official calendar scans for Region 16. Click any page to open the full-size image.
School Calendar
Interactive Calendar
Region 16's 2026–2027 academic calendar — holidays, breaks, and key dates.
Month by Month Calendar
- Convocation/Opening BreakfastAug 25, 2026No School
- Professional Development (Staff Only - No Students)Aug 26, 2026Teacher Day
- First Day of SchoolAug 27, 2026School Opens
- Labor Day - No SchoolSep 7, 2026No School
- Single Session Day/Emer. Mgmt. Prep. Training/CSDE & Title IX Required Trainings for StaffSep 17, 2026Event
- Single Session Day/Collab/Data Team for StaffOct 9, 2026Event
- Columbus Day/Indigenous Peoples' Day - No SchoolOct 12, 2026No School
- Single Session Day/Parent Teacher ConferencesOct 21, 2026Teacher Day
- Single Session Day/Parent Teacher ConferencesOct 22, 2026Teacher Day
- Parent/Teacher Conferences (Staff Only - No Students)Oct 23, 2026Teacher Day
- Professional Development (Staff Only - No Students)Nov 3, 2026Teacher Day
- Veterans Day - No SchoolNov 11, 2026No School
- Single Session DayNov 25, 2026Event
- Thanksgiving Break - No SchoolNov 26 — Nov 27No School
- Single Session Day/Collab/Data Team for StaffDec 9, 2026Event
- Single Session DayDec 23, 2026Event
- Winter Break - No SchoolDec 24 — Jan 1No School
- Martin Luther King Jr. Day - No SchoolJan 18, 2027No School
- Single Session Day/Collab/Data Team for StaffFeb 4, 2027Event
- Professional Development (Staff Only - No Students)Feb 12, 2027Teacher Day
- Presidents' Day/February Break - No SchoolFeb 15 — Feb 16No School
- Single Session Day/Parent/Teacher ConferencesFeb 25, 2027Teacher Day
- Single Session Day/Collab/Data Team for StaffMar 5, 2027Event
- Good Friday - No SchoolMar 26, 2027No School
- Spring Break - No SchoolApr 12 — Apr 16No School
- Single Session Day/Collab/Data Team for StaffMay 6, 2027Event
- Memorial Day - No SchoolMay 31, 2027No School
- Single Session Day for Students OnlyJun 9, 2027Event
- Projected Last Student Day - Single Session DayJun 10, 2027Event
About the District
School Information
Details and contact information for Region 16 R16.
Sources and Checks
Where these dates come from
How the 2026–2027 Region 16 calendar on this page was compiled and what to re-check before you rely on it.
- ✓District publication. Dates are taken from the calendar Region 16 published for 2026–2027, shown as images on this page.
- ✓Official website. Cross-checked against region16ct.org.
- ✓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 Region 16 before booking around a date.
Common Questions
Frequently Asked Questions
Region 16 Calendar 2026–2027 — important dates and answers.
The first day of school in REGION 16 for the 2026-2027 school year is August 27, 2026.
Spring Break in REGION 16 is from April 12 through April 16, 2027. There will be no school during this period.
Christmas falls during REGION 16's Winter Break, which runs from December 24, 2026 through January 1, 2027.
Winter Break in REGION 16 is from December 24, 2026 through January 1, 2027. There will be no school during the break.
Thanksgiving Break in REGION 16 is November 26-27, 2026. November 25, 2026 is also scheduled as a Single Session Day.
The projected last student day in REGION 16 is June 10, 2027, and it is scheduled as a Single Session Day.
REGION 16 schools will be closed on September 7, 2026 for Labor Day.
There will be no school in REGION 16 on October 12, 2026 for Columbus Day/Indigenous Peoples' Day.
REGION 16 schools will be closed on November 11, 2026 for Veterans Day.
There will be no school in REGION 16 on January 18, 2027 for Martin Luther King Jr. Day.
Presidents' Day/February Break is February 15-16, 2027. There will be no school on these dates.
REGION 16 schools will be closed on March 26, 2027 for Good Friday.
There will be no school in REGION 16 on May 31, 2027 for Memorial Day.
Professional Development days with no students are scheduled for August 26, November 3, 2026, and February 12, 2027.
Parent/Teacher Conference-related dates include October 21-22, 2026 as Single Session Days, October 23, 2026 as a staff-only day with no students, and February 25, 2027 as a Single Session Day.
Explore More
Recently Updated Calendars
Other Connecticut school district calendars — recently added or updated.