SchoolDates
Read from the district on October 8, 2026

Caroline County Public school calendar, 2026–2027

Key dates for 2026–2027: first day of school August 26; Thanksgiving break November 25–27; winter break December 21 to January 1; spring break March 25–29.

Next time off Oct 16 No school · October 16 As of October 8, 2026, the day this calendar was read
School days off this year 25 across 12 separate closures
First day of school August 26 Wednesday
First day of school August 26; Thanksgiving break November 25–27; Winter break December 21 to January 1; Spring break March 25–29;
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Month by month

Days off: school breaks, holidays and staff days. Not days off: early releases and term milestones.

July 2026

SMTWTFS
28
29
30
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
31
1
  • 2No school
  • 3July 4
  • 10No school
  • 17No school
  • 24No school
  • 31No school

August 2026

SMTWTFS
26
27
28
29
30
31
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
31
1
2
3
4
5
  • 19First Day for Returning Teachers
  • 26First day

September 2026

SMTWTFS
30
31
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
1
2
3
  • 1PreK-3&4 Orientation
  • 2First day for some grades
  • 7Labor Day

October 2026

SMTWTFS
27
28
29
30
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
31
  • 16No school
  • 30Early release

November 2026

SMTWTFS
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
1
2
3
4
5
  • 3Staff day
  • 13Staff day
  • 25–27Thanksgiving break

December 2026

SMTWTFS
29
30
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
31
1
2
  • 18Early release
  • 21 onWinter break

January 2027

SMTWTFS
27
28
29
30
31
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
31
1
2
3
4
5
6
  • to 1Winter break
  • 18MLK Day
  • 22Early release
  • 25No school

February 2027

SMTWTFS
31
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
1
2
3
4
5
6
  • 12Early release
  • 15Presidents Day

March 2027

SMTWTFS
28
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
31
1
2
3
  • 8Staff day
  • 24Early release
  • 25–29Spring break

April 2027

SMTWTFS
28
29
30
31
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
1
  • 2Early release

May 2027

SMTWTFS
25
26
27
28
29
30
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
31
1
2
3
4
5
  • 28Early release
  • 31Memorial Day

June 2027

SMTWTFS
30
31
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
1
2
3
  • 2Graduation
  • 3Graduation
School break Holiday, no school Staff day, no students Early release Term milestone

Key dates

Key dates · 2026–2027
WhatDatesSchool daysBack to schoolSame dates in Maryland
First day of schoolAugust 26——1 of 2
Thanksgiving breakNovember 25–273Monday, November 304 of 4
Winter breakDecember 21 to January 110Monday, January 43 of 4
Spring breakMarch 25–293Tuesday, March 302 of 4
Longest closure
Winter break, December 21 to January 1 (10 school days)
One-day closures
9
Closures starting Tuesday to Thursday
3
Staff days, no students
3: Nov 3, Nov 13, Mar 8
Early-release days
7: Oct 30, Dec 18, Jan 22, Feb 12, Mar 24, Apr 2 and 1 more
Most days off in one month
December, 9 school days
Same break dates as
Dorchester County Public

Every date

Every published date · Caroline County Public · 2026–2027
DateWhat it isTime offDistrict’s own wording
July 2No school—Schools & Offices Closed
July 3Independence Day—Schools & Offices Closed
July 10No school—Schools & Offices Closed
July 17No school—Schools & Offices Closed
July 24No school—Schools & Offices Closed
July 31No school—Schools & Offices Closed
August 19First Day for Returning Teachers—First Day for Returning Teachers
August 26First day of school—First Day of School for K-12 Students
September 1PreK-3&4 Orientation—PreK-3&4 Orientation
September 2First day for some grades—First Day PreK-3&4
September 7Labor Day1 school dayAll Schools & Offices Closed
October 16No school1 school dayAll Schools & Offices Closed
October 30Early release—Half Day for Students; 1st Q Ends
November 3Teacher work day, no students1 school dayNo School for Students; Professional Development
November 13Teacher work day, no students1 school dayNo School for Students; Professional Development & Parent Conferences
November 25–27Thanksgiving break3 school daysAll Schools & Offices Closed
December 18Early release—Half Day for Students; Professional Development
December 21 to January 1Winter break10 school daysSchools & Offices Closed for Winter Break
January 18Martin Luther King Jr. Day1 school dayAll Schools & Offices Closed
January 22Early release—Half Day for Students; 2nd Q Ends
January 25No school1 school dayNo School for Students; Transition/Planning
February 12Early release—Half Day for Students; Professional Development & Conferences
February 15Presidents Day1 school dayAll Schools & Offices Closed
March 8Teacher work day, no students1 school dayNo School for Students; Professional Development
March 24Early release—Half Day for Students; Professional Development
March 25–29Spring break3 school daysAll Schools & Offices Closed for Spring Break
April 2Early release—Half Day for Students; 3rd Q Ends
May 28Early release—Half Day for Students; Professional Development
May 31Memorial Day1 school dayAll Schools & Offices Closed
June 2Graduation—CRHS Graduation
June 3Graduation—NCHS Graduation

Sources

  1. District’s calendar: https://www.carolineschools.org/events (the source)
  2. District website: https://www.carolineschools.org
  3. Calendar feed read on October 8, 2026: https://thrillshare-cmsv2.services.thrillshare.com/api/v4/o/11198/cms/events

How these dates are read and labeled: Methodology.

Other Maryland districts

Dorchester County Public: 25 school days off Somerset County Public: 25 school days off Anne Arundel County Public: 30 school days off