| Date | Event |
| July 1, 2026 | 240 Day Employees Start |
| July 3, 2026 | District/Schools Closed - July 4th Holiday (Observed) |
| July 6, 2026 | 220/225 Day Employees Start |
| July 13, 2026 | 210/215 Day Employees Start |
| July 20, 2026 | 205 Day Employees Start |
| July 21, 2026 | 200 Day Employees Start |
| July 22, 2026 | New Employees Orientation |
| July 23, 2026 | 190 Day Employees Start / Teachers First Day |
| July 23-31, 2026 | District Opening/Staff Development/Teacher Workshop |
| August 3, 2026 | First Day for Students |
| August 19, 2026 | Staff Development / Early Release Day for Students |
| September 1, 2026 | Interim Report Issued for 1st Nine Weeks |
| September 7, 2026 | District/Schools Closed - Labor Day Holiday |
| September 9, 2026 | Staff Development / Early Release Days for Students |
| September 23, 2026 | Staff Development / Early Release Days for Students |
| October 5, 2026 | End of 1st Nine Weeks and 45th Day of School |
| October 9, 2026 | Report Cards Issued for 1st Nine Weeks |
| October 12, 2026 | Inclement Weather Make-up/E-Learning Day |
| October 12-16, 2026 | Intersession |
| October 13-15, 2026 | 200/205/210/215/220/225 Employees will work during Intersession |
| October 21, 2026 | Staff Development / Early Release Day for Students |
| November 3, 2026 | District/Schools Closed - Election Day |
| November 11, 2026 | Staff Development / Early Release Day for Students |
| November 12, 2026 | Interim Reports Issued for 2nd Nine Weeks |
| November 23, 2026 | Inclement Weather Make-up/E-Learning Day |
| November 23-27, 2026 | District/Schools Closed - Thanksgiving Break |
| December 22, 2026 | Half-Day for Students / Staff Development / End of 2nd Nine Weeks (90th Day) |
| December 23-31, 2026 | District/Schools Closed - Winter Break |
| January 1-5, 2027 | District/Schools Closed - Winter Break |
| January 6, 2027 | Staff Development / Teacher Prep / No School for Students |
| January 7, 2027 | Students Return to School |
| January 11, 2027 | Report Cards Issued for 2nd Nine Weeks |
| January 13, 2027 | Staff Development / Early Release Days for Students |
| January 18, 2027 | District/Schools Closed - Martin Luther King, Jr. (MLK) Holiday |
| January 27, 2027 | Staff Development / Early Release Days for Students |
| February 8, 2027 | Interim Reports Issued for 3rd Nine Weeks |
| February 10, 2027 | Staff Development / Early Release Day for Students |
| February 15-19, 2027 | Intersession |
| February 16-18, 2027 | 200/205/210/215/220/225 Employees will work during Intersession |
| March 10, 2027 | Staff Development / Early Release Day for Students |
| March 18, 2027 | End of 3rd Nine Weeks (135th Day) |
| March 25, 2027 | Half Day for Students |
| March 26-31, 2027 | District/Schools Closed - Spring Break |
| April 1-2, 2027 | District/Schools Closed - Spring Break |
| April 2, 2027 | Report Cards Issued for 3rd Nine Weeks |
| April 26, 2027 | Interim Reports Issued for 4th Nine Weeks |
| May 26, 2027 | Graduation: Williamsburg County Adult Education (6:00 p.m.) |
| May 28, 2027 | Last and Half Day for Students (180th Day) / End of 4th Nine Weeks |
| May 28, 2027 | Report Cards Distributed |
| May 29, 2027 | Graduations: Hemingway High School (8:30 a.m.) / Kingstree High School (11:00 a.m.) |
| May 31, 2027 | District/Schools Closed - Memorial Day Holiday |
| June 1-2, 2027 | Staff Development/Teacher Preparation |
| June 2, 2027 | 190 Day Employees Last Day / Teachers Last Day |
| June 4, 2027 | 200 Day Employees Last Day |
| June 10, 2027 | 205/210 Day Employees Last Day |
| June 17, 2027 | 215/220 Day Employees Last Day |
| June 18, 2027 | District/Schools Closed - Juneteenth National Independence Day (Observed) |
| June 25, 2027 | 225 Day Employees Last Day |
| June 30, 2027 | 240 Day Employees Last Day |