For the 2026–2027 school year, Cheshire Public Schools publishes its official academic calendar for Connecticut. Classes begin Sep 8 and end Jun 17. All dates listed below are sourced from the district's official publications. Verify with Cheshire Public Schools before scheduling around them.
Visual Calendar
Official Calendar Images
Official calendar scans for Cheshire Public Schools. Click any page to open the full-size image.
School Calendar
Interactive Calendar
Cheshire Public Schools's 2026–2027 academic calendar — holidays, breaks, and key dates.
Month by Month Calendar
- Convocation/Staff Prep. DaySep 2, 2026Event
- Prof. Dev. DaySep 3, 2026Event
- Prof. Dev. DaySep 4, 2026Event
- Labor DaySep 7, 2026No School
- First Day of SchoolSep 8, 2026School Opens
- Yom KippurSep 21, 2026Event
- Late Arrival - All Schools - Prof. Dev. DaySep 22, 2026Event
- Early Dismissal - CHS only - Parent Conf.Oct 13, 2026Event
- Early Dismissal - Dodd only - Parent Conf.Oct 15, 2026Event
- Prof. Dev. Day/Election DayNov 3, 2026No School
- Early Dismissal - PreK-6 only - Parent Conf.Nov 5, 2026Event
- Early Dismissal - PreK-6 only - Parent Conf.Nov 10, 2026Event
- Early Dismissal - PreK-6 only - Parent Conf.Nov 12, 2026Event
- Early Dismissal - All Schools - Prof. Dev. DayNov 13, 2026Event
- Early Dismissal - All SchoolsNov 25, 2026Event
- Thanksgiving BreakNov 26 — Nov 27No School
- Early Dismissal - PreK-6 only - Prof. Dev. DayDec 4, 2026Event
- Early Dismissal - All Schools - Prof. Dev. DayDec 18, 2026Event
- Early Dismissal - All SchoolsDec 23, 2026Event
- Winter BreakDec 24 — Jan 1No School
- Early Dismissal - All Schools - Prof. Dev. DayJan 15, 2027Event
- Martin Luther King, Jr. DayJan 18, 2027No School
- Early Dismissal - Dodd only - Parent Conf.Feb 4, 2027Event
- Early Dismissal - Dodd only - Parent Conf.Feb 11, 2027Event
- Early Dismissal - PreK-6 only - Prof. Dev. DayFeb 12, 2027Event
- Presidents' Day/February BreakFeb 15 — Feb 16No School
- Early Dismissal - All Schools - Prof. Dev. DayMar 12, 2027Event
- Early Dismissal - PreK-6 only - Parent Conf.Mar 16, 2027Event
- Early Dismissal - PreK-6 only - Parent Conf.Mar 18, 2027Event
- Early Dismissal - PreK-6 only - Parent Conf.Mar 23, 2027Event
- Good FridayMar 26, 2027No School
- Prof. Dev. DayMar 29, 2027Event
- Late Arrival - All Schools - Prof. Dev. DayApr 5, 2027Event
- Spring BreakApr 12 — Apr 16No School
- Early Dismissal - PreK-6 only - Prof. Dev. DayMay 28, 2027Event
- Memorial DayMay 31, 2027No School
- Projected Last Student DayJun 16, 2027Event
- Projected Last Teacher Work DayJun 17, 2027Teacher Day
About the District
School Information
Details and contact information for Cheshire Public Schools CPS.
Sources and Checks
Where these dates come from
How the 2026–2027 Cheshire Public Schools calendar on this page was compiled and what to re-check before you rely on it.
- ✓District publication. Dates are taken from the calendar Cheshire Public Schools published for 2026–2027, shown as images on this page.
- ✓Official website. Cross-checked against cheshire.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 Cheshire Public Schools before booking around a date.
Common Questions
Frequently Asked Questions
Cheshire Public Schools Calendar 2026–2027 — important dates and answers.
The first day of school for Cheshire Public Schools is September 8, 2026.
Spring Break is from April 12 through April 16, 2027.
Christmas Break 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 26 through November 27, 2026. All schools also have an early dismissal on November 25, 2026.
The projected last student day is June 16, 2027.
Labor Day is September 7, 2026, and there is no school for students.
Yom Kippur is September 21, 2026, and there is no school for students.
Martin Luther King Jr. Day is January 18, 2027, and there is no school for students.
Presidents' Day and February Break are scheduled for February 15 through February 16, 2027.
Good Friday is March 26, 2027, and there is no school for students.
Memorial Day is May 31, 2027, and there is no school for students.
Professional development days with no school for students are September 3, September 4, and November 3, 2026, and March 29, 2027.
The projected last teacher work day is June 17, 2027.
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Recently Updated Calendars
Other Connecticut school district calendars — recently added or updated.