| Wed | August 8 | Registration, 7:30 AM - 6:00 PM |
| Mon | August 27 | SASD Presession |
| Tue | August 28 | SASD Presession |
| Tue | August 28 | Back-to-School Night, 4:30-5:30 PM |
| Wed | August 29 | SASD Professional Development Day |
| Mon | September 3 | SASD No School - Labor Day |
| Tue | September 4 | SASD First Day of School |
| Mon | September 10 | PTO Meeting, 4:00-5:00 PM - Library |
| Thu | September 20 | 5th Grade Outdoor Skills, 8:45 AM - 2:10 PM - Sheboygan Marsh |
| Fri | September 21 | Breakfast & Books, 8:00-8:25 AM - Gym |
| Fri | September 21 | 5th Grade Outdoor Skills, 8:45 AM - 2:10 PM - Sheboygan Marsh |
| Mon | September 24 | 5th Grade Outdoor Skills, 8:45 AM - 2:10 PM - Sheboygan Marsh |
| Tue | October 2 | SASD Human Growth & Development Parent Preview Night held at Longfellow Elementary, 6:30-8:00 PM |
| Mon | October 8 | PTO Meeting, 4:00-5:00 PM - Library |
| Fri | October 12 | SASD North/South Football Game, 7:00-9:00 PM - North High |
| Tue | October 16 | Picture Day, 8:00-11:30 AM - Gym |
| Mon | October 22 | Parent-Teacher Conferences, 4:00-7:00 PM |
| Tue | October 23 | Early Release - 12:00 PM |
| Tue | October 23 | Parent-Teacher Conferences, 1:00-7:00 PM |
| Thu-Fri | October 25-26 | SASD No School - Fall Recess |
| Mon-Fri | November 5-9 | WKCE Testing for all 3-5 graders, 8:35-10:30 AM - Classrooms |
| Tue | November 6 | Picture Retake Day, 11:00 AM - 2:00 PM |
| Fri | November 9 | SASD First Quarter Ends |
| Mon | November 12 | SASD Second Quarter Begins |
| Mon | November 12 | PTO Meeting, 4:00-5:00 PM - Library |
| Thu | November 15 | Family Game Night, 6:00-7:30 PM - Gym & Cafeteria |
| Thu-Fri | November 22-23 | SASD No School - Thanksgiving Recess |
| Mon | December 10 | PTO Meeting, 4:00-5:00 PM - Library |
| Thu | December 13 | Holiday Dinner, 5:00-7:00 PM |
| Fri | December 21 | SASD 2-Hour Early Release, 1:25 PM |
| Mon-Tue | December 24-January 1 | SASD No School - Winter Recess |
| Mon-Tue | December 24-January 1 | SASD No School - Winter Recess |
| Wed | January 2 | SASD Classes Resume |
| Mon | January 14 | PTO Meeting, 4:00-5:00 PM - Library |
| Mon | January 21 | After School Chess Club, 3:20-4:30 PM - LMC |
| Thu | January 24 | SASD Second Quarter Ends |
| Fri | January 25 | SASD Teacher Records Day - No School for Students |
| Mon | January 28 | SASD Third Quarter Begins |
| Wed | February 6 | SASD Digital Learning Day Open House - District-wide |
| Mon | February 11 | PTO Meeting, 4:00-5:00 PM - Library |
| Fri | February 15 | Georgie's Great Day |
| Mon | February 18 | SASD No School - President's Day Recess |
| Mon | February 25 | Parent-Teacher Conferences, 4:00-7:00 PM |
| Tue | February 26 | Early Release - 12:00 PM |
| Tue | February 26 | Parent-Teacher Conferences, 1:00-7:00 PM |
| Fri | March 8 | Breakfast & Books, 8:00-8:25 AM - Gym |
| Mon | March 11 | PTO Meeting, 4:00-5:00 PM - Library |
| Fri | March 22 | SASD 2-Hour Early Release, 1:25 PM |
| Mon-Mon | March 25-April 1 | SASD No School - Spring Break |
| Mon-Mon | March 25-April 1 | SASD No School - Spring Break |
| Tue | April 2 | SASD School Resumes |
| Fri | April 5 | SASD Third Quarter Ends |
| Mon | April 8 | SASD Fourth Quarter Begins |
| Mon | April 8 | PTO Meeting, 4:00-5:00 PM - Library |
| Thu | April 11 | SASD All District String Festival, 7:00-9:00 PM - North High School Fieldhouse |
| Thu | May 2 | SASD 5th Grade Presidential Awards, 6:00-7:30 PM - South High School Auditorium |
| Tue | May 7 | Joint Instrumental Concert, 7:00-8:00 PM - Urban Middle School |
| Fri | May 10 | Breakfast & Books, 8:00-8:25 AM - Gym |
| Mon | May 13 | PTO Meeting, 4:00-5:00 PM - Library |
| Fri | May 17 | SASD Emergency Make-Up Day - Due to Second Snow Day |
| Thu | May 23 | SASD 5th Grade Sports Day, 9:00 AM - 2:00 PM - South High School |
| Thu | May 23 | Mrs. Flook's Class Play, 12:15-1:15 PM - Room 111 |
| Fri | May 24 | SASD Emergency Make-Up Day - No School if Not Needed |
| Mon | May 27 | SASD No School - Memorial Day |
| Wed | June 12 | SASD Fourth Quarter Ends - Last Day of School |
| Thu | June 13 | SASD Teacher Reports Day - No School for Students |