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Osceola County FL Calendar 26-27

2026/27
Florida
1 teacher day

The Osceola County 2026–27 school year runs from Aug 10, 2026 to May 26, 2027. Breaks include Thanksgiving break Nov 23-27, winter break Dec 21-31, and spring break Mar 15-19. The table below lists all teacher workdays and holidays. Download the PDF calendar, or read the FAQs.

School year starts Mon, Aug 10, 2026 First Day of School for Students

School year ends Wed, May 26, 2027 Last Day of School for Students / End of 4th Grading Period

Next key date Mon, Aug 10, 2026 Counts down once the school year is under way

Osceola County 2026-27 calendar

Select a thumbnail to open it full size, zoom in, or download it.

Osceola County school year calendar

Every published date for 2026–27, colour-coded by what happens that day.

First day of school
Last day of school
Holiday - school closed
Break / vacation
Teacher / professional day

August 2026

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Aug 10, 2026 — First Day of School for Students

September 2026

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Sep 7, 2026 — Labor Day – Teacher/Student Holiday
Sep 25, 2026 — Professional Learning – Student Holiday

October 2026

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November 2026

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Nov 11, 2026 — Veterans Day – Teacher/Student Holiday
Nov 23-27, 2026 — Thanksgiving Break – Teacher/Student Holiday

December 2026

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Dec 21-31, 2026 — Winter Break – Teacher/Student Holiday

January 2027

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Jan 18, 2027 — Martin Luther King Jr. Day – Teacher/Student Holiday

February 2027

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March 2027

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Mar 15-19, 2027 — Spring Break – Teacher/Student Holiday

April 2027

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May 2027

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May 26, 2027 — Last Day of School for Students / End of 4th Grading Period

June 2027

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July 2027

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Osceola County teacher and staff days 2026/27

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

Sep 25, 2026 Professional Learning – Student Holiday District source

Osceola County breaks and holidays

School is closed to students on these dates.

Sep 7, 2026 Labor Day – Teacher/Student Holiday Holiday
Nov 11, 2026 Veterans Day – Teacher/Student Holiday Holiday
Nov 23-27, 2026 Thanksgiving Break – Teacher/Student Holiday Break
Dec 21-31, 2026 Winter Break – Teacher/Student Holiday Break
Jan 18, 2027 Martin Luther King Jr. Day – Teacher/Student Holiday Holiday
Mar 15-19, 2027 Spring Break – Teacher/Student Holiday Break

Your checked 2026/27 Osceola County planning calendar

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

Useful now9 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 April 29, 2026.

Full term dates table

Osceola County, FL 2026–27 calendar dates

Date	Event
Aug 10, 2026	First Day of School for Students
Sep 7, 2026	Labor Day – Teacher/Student Holiday
Sep 25, 2026	Professional Learning – Student Holiday
Nov 11, 2026	Veterans Day – Teacher/Student Holiday
Nov 23-27, 2026	Thanksgiving Break – Teacher/Student Holiday
Dec 21-31, 2026	Winter Break – Teacher/Student Holiday
Jan 18, 2027	Martin Luther King Jr. Day – Teacher/Student Holiday
Mar 15-19, 2027	Spring Break – Teacher/Student Holiday
May 26, 2027	Last Day of School for Students / End of 4th Grading Period

The School District of Osceola County, Florida – 2026–2027 School Calendar FAQs

When is the first day of school in The School District of Osceola County, Florida for the 2026–2027 school year?

The first day of school for students in The School District of Osceola County, Florida is August 10, 2026.

When is spring break in The School District of Osceola County, Florida for the 2026–2027 calendar?

Spring break in The School District of Osceola County, Florida is scheduled from March 15 to March 19, 2027.

When is Christmas break in The School District of Osceola County, Florida?

Christmas break is part of the winter break and begins on December 21, 2026.

When is winter break in The School District of Osceola County, Florida for 2026–2027?

Winter break runs from December 21 through December 31, 2026 for all students and teachers.

When is Thanksgiving break in The School District of Osceola County, Florida?

Thanksgiving break is observed from November 23 to November 27, 2026.

What is the last day of school in The School District of Osceola County, Florida for the 2026–2027 school year?

The last day of school for students is May 26, 2027.

Is Labor Day a school holiday in The School District of Osceola County, Florida?

Yes, Labor Day is a teacher and student holiday and will be observed on September 7, 2026.

Does The School District of Osceola County, Florida observe Martin Luther King Jr. Day?

Yes, Martin Luther King Jr. Day is a teacher and student holiday on January 18, 2027.

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Osceola County calendar FAQs

When is the first day of school in The School District of Osceola County, Florida for the 2026–2027 school year?

The first day of school for students in The School District of Osceola County, Florida is August 10, 2026.

When is spring break in The School District of Osceola County, Florida for the 2026–2027 calendar?

Spring break in The School District of Osceola County, Florida is scheduled from March 15 to March 19, 2027.

When is Christmas break in The School District of Osceola County, Florida?

Christmas break is part of the winter break and begins on December 21, 2026.

When is winter break in The School District of Osceola County, Florida for 2026–2027?

Winter break runs from December 21 through December 31, 2026 for all students and teachers.

When is Thanksgiving break in The School District of Osceola County, Florida?

Thanksgiving break is observed from November 23 to November 27, 2026.

What is the last day of school in The School District of Osceola County, Florida for the 2026–2027 school year?

The last day of school for students is May 26, 2027.

Is Labor Day a school holiday in The School District of Osceola County, Florida?

Yes, Labor Day is a teacher and student holiday and will be observed on September 7, 2026.

Does The School District of Osceola County, Florida observe Martin Luther King Jr. Day?

Yes, Martin Luther King Jr. Day is a teacher and student holiday on January 18, 2027.

Dates can change after publication. Read our calendar disclaimer.