Monday, April 27th, 2026
2 Hr Early Dismissal (PD for Staff)
| Schools and Education | see moreMonday, May 11th, 2026
2 Hr Early Dismissal (PD for Staff)
| Schools and Education | see moreTuesday, May 12th, 2026
Early Dismissal PK-12 (PD)
| Schools and Education | see moreFriday, May 15th, 2026
DHS Late Start 9-12 PLC
| Schools and Education | see moreFriday, May 22nd, 2026
GPS - Early Release
| Schools and Education | see moreMonday, May 25th, 2026
Memorial Day - Schools Closed
| Schools and Education | see moreWednesday, May 27th, 2026
Early Release - STUDENTS / PD
| Schools and Education | see moreWednesday, June 10th, 2026
Early Dismissal PK-12
| Schools and Education | see moreThursday, June 11th, 2026
Fairfield Public Schools Last Day
| Schools and Education | see moreEarly Dismissal PK-12
| Schools and Education | see moreTentative* early release, students
| Schools and Education | see moreFriday, June 12th, 2026
Tentative* early release, students
| Schools and Education | see moreMonday, June 15th, 2026
Tentative* early release, last day all
| Schools and Education | see moreTuesday, June 16th, 2026
2 Hr Early Dismissal
| Schools and Education | see moreLast Day of School (Early Release)
| Schools and Education | see moreLast Day of School (half day)
| Schools and Education | see moreLast day of school for students & teachers
| Schools and Education | see moreWednesday, June 17th, 2026
Tentative Last Day of School
| Schools and Education | see moreFriday, June 19th, 2026
Juneteenth – Schools Closed
| Schools and Education | see moreTuesday, June 23rd, 2026
GPS Last Day for Grade 6&9
| Schools and Education | see moreWednesday, June 24th, 2026
GPS Last Day for Students Early Release
| Schools and Education | see moreFriday, June 26th, 2026
GPS Last Day for Staff
| Schools and Education | see moreMonday, August 17th, 2026
DHS New Staff Orientation
| Schools and Education | see moreTuesday, August 18th, 2026
DHS New Staff Orientation
| Schools and Education | see moreWednesday, August 19th, 2026
DHS New Staff Orientation
| Schools and Education | see moreThursday, August 20th, 2026
Westport Public Schools PD
| Schools and Education | see moreDHS Staff Professional Development
| Schools and Education | see moreFriday, August 21st, 2026
Westport Public Schools PD
| Schools and Education | see moreDHS Staff Professional Development
| Schools and Education | see moreMonday, August 24th, 2026
GPS First Day for All Teachers
| Schools and Education | see moreWestport Public Schools PD
| Schools and Education | see moreDHS Staff Professional Development
| Schools and Education | see moreNew Canaan Public School Convocation
| Schools and Education | see moreTuesday, August 25th, 2026
GPS Professional Learning Day (PLD)
| Schools and Education | see moreWestport Public Schools First Day
| Schools and Education | see moreProfessional Learning Day
| Schools and Education | see moreDHS Teacher Work Day
| Schools and Education | see moreWednesday, August 26th, 2026
GPS Professional Learning Day (PLD)
| Schools and Education | see moreProfessional Learning Day
| Schools and Education | see moreDHS First Day of School (Students)
| Schools and Education | see moreThursday, August 27th, 2026
Grade 6&9 Orientation (Early Release)
| Schools and Education | see moreFirst day of School
| Schools and Education | see moreFriday, August 28th, 2026
GPS First Day for All Students
| Schools and Education | see moreMonday, September 7th, 2026
Labor Day – Schools closed
| Celebration | see moreFriday, September 11th, 2026
Rosh Hashanah - Schools Open
| Celebration | see moreSaturday, September 12th, 2026
Rosh Hashanah – Schools closed
| Celebration | see moreFriday, September 18th, 2026
Early Release/Professional Development
| Schools and Education | see moreMonday, September 21st, 2026
Yom Kippur – Schools closed
| Schools and Education | see moreMonday, October 12th, 2026
Columbus Day – Schools closed
| Schools and Education | see moreColumbus Day – Schools Open
| Schools and Education | see moreFriday, October 16th, 2026
Early Release/Professional Development
| Schools and Education | see moreMonday, October 19th, 2026
DHS Elementary Parent Conferences
| Schools and Education | see moreTuesday, October 20th, 2026
DHS Elementary Parent Conferences
| Schools and Education | see moreGPS Teacher Collab - Early Release
| Schools and Education | see moreWednesday, October 21st, 2026
DHS Elementary Parent Conferences
| Schools and Education | see moreThursday, October 22nd, 2026
DHS Elementary Parent Conferences
| Schools and Education | see moreTuesday, October 27th, 2026
DHS Elementary Parent Conferences
| Schools and Education | see moreTuesday, November 3rd, 2026
Election Day – Schools closed
| Schools and Education | see moreProfessional Learning Day
| Schools and Education | see moreDHS Staff Professional Development
| Schools and Education | see moreWednesday, November 11th, 2026
Veterans Day – Schools Open
| Schools and Education | see moreWednesday, November 25th, 2026
Thanksgiving Recess – Schools closed
| Schools and Education | see moreNew Canaan Public Schools (half day)
| Schools and Education | see moreWestport Public Schools Early Release
| Schools and Education | see moreGPS - Early Release
| Schools and Education | see moreThursday, November 26th, 2026
Thanksgiving Recess – Schools closed
| Schools and Education | see moreFriday, November 27th, 2026
Thanksgiving Recess – Schools closed
| Schools and Education | see moreMonday, November 30th, 2026
Grade 5 Parent Conferences
| Schools and Education | see moreTuesday, December 1st, 2026
K-5 Parent Conferences (early dismissal)
| Schools and Education | see moreWednesday, December 2nd, 2026
K-5 Parent Conferences (early dismissal)
| Schools and Education | see moreThursday, December 3rd, 2026
K-5 Parent Conferences (early dismissal)
| Schools and Education | see moreFriday, December 4th, 2026
K-5 Parent Conferences (early dismissal)
| Schools and Education | see moreMonday, December 7th, 2026
GPS Teacher PLD - Schools Closed
| Schools and Education | see moreTuesday, December 8th, 2026
GPS K-8 Conferences Early Release
| Schools and Education | see moreThursday, December 10th, 2026
GPS Elementary Conferences - Evening
| Schools and Education | see moreTuesday, December 22nd, 2026
GPS - Early Release
| Schools and Education | see moreWednesday, December 23rd, 2026
Public Schools Early Release
| Schools and Education | see moreHoliday Recess - Schools Closed
| Schools and Education | see moreThursday, December 24th, 2026
Public Schools Holiday - Schools closed
| Schools and Education | see moreHoliday Recess - Schools Closed
| Schools and Education | see moreFriday, December 25th, 2026
Public Schools Holiday - Schools closed
| Schools and Education | see moreHoliday Recess - Schools Closed
| Schools and Education | see moreMonday, December 28th, 2026
Public Schools Holiday - Schools closed
| Schools and Education | see moreHoliday Recess - Schools Closed
| Schools and Education | see moreTuesday, December 29th, 2026
Public Schools Holiday - Schools closed
| Schools and Education | see moreHoliday Recess - Schools Closed
| Schools and Education | see moreWednesday, December 30th, 2026
Public Schools Holiday - Schools closed
| Schools and Education | see moreHoliday Recess - Schools Closed
| Schools and Education | see moreThursday, December 31st, 2026