| Date | Event |
| Aug 21, 2026 | Administrative and Supervisory Personnel Meeting |
| Aug 24, 2026 | Teachers and School Based Staff on Duty |
| Aug 25, 2026 | Systemwide Professional Development Activities |
| Aug 26, 2026 | Teacher Classroom Preparation Day |
| Aug 27, 2026 | Orientation for Students Entering Grades 6 and 9 |
| Aug 28, 2026 | Teacher Classroom Preparation Day |
| Aug 31, 2026 | Opening Day for Students |
| Sep 2, 2026 | First Full Day of Kindergarten (Transportation Begins) |
| Sep 7, 2026 | Labor Day – Schools and Offices Closed |
| Sep 21, 2026 | Systemwide Professional Development Day – Schools Closed for Students – Teachers on Duty – Yom Kippur |
| Oct 12, 2026 | Columbus Day/Indigenous Peoples’ Day |
| Oct 16, 2026 | Systemwide Professional Development Day/MSEA Convention – Schools Closed for Students |
| Oct 30, 2026 | First Marking Period Ends – All Schools Close 3 Hours Early for Students |
| Nov 3, 2026 | Election Day – Schools and Offices Closed |
| Nov 11, 2026 | Veterans Day |
| Nov 12, 2026 | Report Cards Distributed |
| Nov 16-20, 2026 | American Education Week |
| Nov 16, 2026 | Prekindergarten 3, Prekindergarten 4, and Elementary Conference Day |
| Nov 17, 2026 | Prekindergarten 3 and Prekindergarten 4 Conference Day |
| Nov 25, 2026 | Thanksgiving Holiday Begins – Schools Close 3 Hours Early |
| Nov 26-27, 2026 | Thanksgiving Holiday – Schools and Offices Closed |
| Dec 23, 2026 | Winter Break Begins at the End of the School Day |
| Jan 4, 2027 | Schools Reopen |
| Jan 15, 2027 | Second Marking Period Ends – All Schools Close 3 Hours Early for Students |
| Jan 18, 2027 | Dr. Martin Luther King, Jr. Day – Schools and Offices Closed |
| Jan 19, 2027 | Systemwide Professional Development Day – Schools Closed for Students |
| Jan 28, 2027 | Report Cards Distributed |
| Feb 10, 2027 | All Schools Close 3 Hours Early – Staff Professional Development |
| Feb 15, 2027 | Presidents’ Day, Washington’s Birthday – Schools and Offices Closed |
| Mar 10, 2027 | Systemwide Professional Development Day – Schools Closed for Students – Eid al-Fitr |
| Mar 19, 2027 | Spring Break Begins at the End of the School Day |
| Mar 25, 2027 | Maryland Day |
| Mar 30, 2027 | Schools Reopen |
| Apr 2, 2027 | Third Marking Period Ends – All Schools Close 3 Hours Early for Students |
| Apr 15, 2027 | Report Cards Distributed |
| Apr 16, 2027 | Prekindergarten 3, Prekindergarten 4, and Kindergarten Conference Day |
| Apr 19, 2027 | Prekindergarten 3 and Prekindergarten 4 Conference Day |
| May 17, 2027 | Systemwide Professional Development Day – Schools Closed for Students – Eid al-Adha |
| May 21, 2027 | Last Day for Seniors |
| May 24-29, 2027 | Commencement Exercises |
| May 31, 2027 | Memorial Day – Schools and Offices Closed |
| Jun 1-5, 2027 | Commencement Exercises |
| Jun 15, 2027 | Assessment Day – Last Day of Classes (Inclement Weather Make-up Day #1) |
| Jun 16, 2027 | Assessment Day – All Schools Close 3 Hours Early (Inclement Weather Make-up Day #2) |
| Jun 17, 2027 | Assessment Day – Last Day of Classes (Inclement Weather Make-up Day #3) |
| Jun 18, 2027 | Juneteenth Observed – Schools and Offices Closed |
| Jul 2, 2027 | Summer School Employees on Duty |
| Jul 5, 2027 | Independence Day Observed – Schools and Offices Closed |
| Jul 6, 2027 | Summer School Begins |
| Jul 30, 2027 | Summer School Ends |