Florida School Dates | Holidays & Calendar

Osceola County School District Calendar 2026-2027 | Holidays & Breaks

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The Osceola County School District Calendar for 2026-2027 covers the academic year for district schools, including the first and last student days, school holidays, grading periods, teacher workdays, and major breaks. The classes begin for students on August 10, 2026, and ends on May 26, 2027. The district has approved the school calendar and all important dates are mentioned in it including early-release schedules, major breaks, academic events, etc.

First Day
August 10, 2026
Last Day
May 26, 2027
Next Day Off
Veterans Day in 11 days

Osceola County School District 2026-2027 Student Calendar

EventDate(s)Status
First Day of SchoolAugust 10, 2026School Opens
Labor DaySeptember 7, 2026No School
Professional learning daySeptember 25, 2026No School
Teacher workdayOctober 12, 2026No School
Veterans DayNovember 11, 2026No School
Thanksgiving BreakNovember 23 - 27, 2026No School
Winter BreakDecember 21, 2026 - January 1, 2027No School
Teacher workdayJanuary 8, 2027No School
MLK Jr. DayJanuary 18, 2027No School
Rodeo DayFebruary 19, 2027No School
Teacher workdayMarch 12, 2027No School
Spring BreakMarch 15 - 19, 2027No School
Last Day of SchoolMay 26, 2027School Closes

Extended Time Off

Thanksgiving Break
9 days
Nov 21 - Nov 29, 2026
Winter Break
16 days
Dec 19 - Jan 3, 2027
Spring Break
9 days
Mar 13 - Mar 21, 2027

Additional Important Dates

Progress Reports and Report Card Dates

Academic milestone Date
First grading period progress reports Friday, September 11, 2026
First grading period report cards Friday, October 23, 2026
Second grading period progress reports Friday, November 13, 2026
Second grading period report cards Friday, January 22, 2027
Third grading period progress reports Friday, February 5, 2027
Third grading period report cards Friday, April 2, 2027
Fourth grading period progress reports Friday, April 23, 2027
Fourth grading period report cards (elementary) Wednesday, May 26, 2027
Fourth grading period report cards (secondary) To be determined

Osceola County School District Calendar for 2026-2027

First/Last Day Holiday Extended Break Weekend

August 2026

S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
First Day
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31

September 2026

S
M
T
W
T
F
S
1
2
3
4
5
6
7
Labor Day
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
Professional learning day
26
27
28
29
30

October 2026

S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
11
12
Teacher workday
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31

November 2026

S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
11
Veterans Day
12
13
14
15
16
17
18
19
20
21
22
23
Thanksgiving
24
Thanksgiving
25
Thanksgiving
26
Thanksgiving
27
Thanksgiving
28
29
30

December 2026

S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
Winter Break
22
Winter Break
23
Winter Break
24
Winter Break
25
Winter Break
26
Winter Break
27
Winter Break
28
Winter Break
29
Winter Break
30
Winter Break
31
Winter Break

January 2027

S
M
T
W
T
F
S
1
Winter Break
2
3
4
5
6
7
8
Teacher workday
9
10
11
12
13
14
15
16
17
18
MLK Day
19
20
21
22
23
24
25
26
27
28
29
30
31

February 2027

S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
Rodeo Day
20
21
22
23
24
25
26
27
28

March 2027

S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
11
12
Teacher workday
13
14
15
Spring Break
16
Spring Break
17
Spring Break
18
Spring Break
19
Spring Break
20
21
22
23
24
25
26
27
28
29
30
31

April 2027

S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30

May 2027

S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
Last Day
27
28
29
30
31

Osceola County School District 2026-2027 Student Calendar

EventDate(s)Status
First Day of SchoolAugust 10, 2027School Opens
Labor DaySeptember 6, 2027No School
Professional learning daySeptember 24, 2027No School
Teacher workday or emergency make-up dayOctober 15, 2027No School
Veterans DayNovember 11, 2027No School
Thanksgiving BreakNovember 22 - 26, 2027No School
Winter BreakDecember 20 - 31, 2027No School
Teacher workday or emergency make-up dayJanuary 14, 2028No School
MLK Jr. DayJanuary 17, 2028No School
Rodeo DayFebruary 18, 2028No School
Spring BreakMarch 13 - 17, 2028No School
Teacher workday or emergency make-up dayMarch 24, 2028No School
Last Day of SchoolMay 25, 2028School Closes

Extended Time Off

Thanksgiving Break
9 days
Nov 20 - Nov 28, 2027
Winter Break
16 days
Dec 18 - Jan 2, 2028
Spring Break
9 days
Mar 11 - Mar 19, 2028

Osceola County School District Calendar for 2026-2027

First/Last Day Holiday Extended Break Weekend

August 2027

S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
First Day
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31

September 2027

S
M
T
W
T
F
S
1
2
3
4
5
6
Labor Day
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
Professional learning day
25
26
27
28
29
30

October 2027

S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
Teacher workday or emergency make-up day
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31

November 2027

S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
11
Veterans Day
12
13
14
15
16
17
18
19
20
21
22
Thanksgiving
23
Thanksgiving
24
Thanksgiving
25
Thanksgiving
26
Thanksgiving
27
28
29
30

December 2027

S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
Winter Break
21
Winter Break
22
Winter Break
23
Winter Break
24
Winter Break
25
Winter Break
26
Winter Break
27
Winter Break
28
Winter Break
29
Winter Break
30
Winter Break
31
Winter Break

January 2028

S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
11
12
13
14
Teacher workday or emergency make-up day
15
16
17
MLK Day
18
19
20
21
22
23
24
25
26
27
28
29
30
31

February 2028

S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
Rodeo Day
19
20
21
22
23
24
25
26
27
28
29

March 2028

S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
11
12
13
Spring Break
14
Spring Break
15
Spring Break
16
Spring Break
17
Spring Break
18
19
20
21
22
23
24
Teacher workday or emergency make-up day
25
26
27
28
29
30
31

April 2028

S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30

May 2028

S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
Last Day
26
27
28
29
30
31
Download Official School Calendar

About Osceola County School District

The School District of Osceola County serves students and families in Osceola County, Florida, with its district office located in Kissimmee. The district oversees public schools and provides academic programs, student services, and educational resources for the local community. The district's academic calendar helps parents, students, and teachers plan for the school year.

Frequently Asked Questions

The first day of school for students on the standard Osceola County School District calendar is Monday, August 10, 2026.

The scheduled last student day is Wednesday, May 26, 2027.

The Spring break is scheduled for March 15-19, 2027. March 12 is a student holiday i.e. teacher workday. Classes resume on Monday, March 22.

The district's revision identifies three special early release dates before major breaks i.e. November 20, December 18, 2026, and March 11, 2027.

The standard district calendar lists 180 student days and 190 teacher days.

Teacher Planning Days and Special Schedules

It is important to note that not every student holiday is a paid holiday or a day off for every district employee. The calendar distinguishes teacher workdays, teacher non-workdays, professional learning days, and holidays observed by both students and teachers.

Families should pay particular attention to these differences:

  • Teacher workdays: October 12, January 8, and March 12 are student holidays associated with teacher work or emergency make-up scheduling.

  • Professional learning: September 25 is designated as a professional learning day and student holiday.

  • Teacher non-workdays: The November Thanksgiving period includes multiple teacher non-workdays and student holidays.

  • Emergency make-up days: The calendar identifies potential make-up dates. Additional emergency make-up days may be assigned depending on circumstances.

Early-release days

  • Friday, November 20, 2026

  • Friday, December 18, 2026

  • Thursday, March 11, 2027

These are special bell-schedule days, not additional school holidays. Parents should check their child’s school communications for dismissal times, bus arrangements, and after-school care details.

There are no regular early-release Wednesdays. The three dates above are specific exceptions to that usual arrangement.

Related Calendars

Pasco County Schools Calendar 2026-2027 | Key Dates Calendar
Pinellas County Schools Calendar 2026-2027 | Holidays & Breaks Calendar
Lee County School District Calendar 2026-2027 | Holidays & Breaks Calendar

About This Calendar

Data Source: This calendar is compiled from the official Osceola County School District Calendar 2026-2027 | Holidays & Breaks academic calendar.

Official Source: Visit the Osceola County School District Calendar 2026-2027 | Holidays & Breaks official calendar source.

How We Adapt the Calendar: Florida School Dates converts district calendar documents into a parent-friendly view focused on student attendance, holidays, breaks, and downloadable calendar files.

Disclaimer: This website is not affiliated with Osceola County School District Calendar 2026-2027 | Holidays & Breaks or the Florida Department of Education. While we strive for accuracy, always verify important dates with the official district website before making travel, childcare, work, or attendance plans.

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