| Assessment | Report Cards | Parent Events | No School |
| July 23 | First Tuition Payment Processed for 25/26 School Year |
| Dates TBC | Innovations - New Student Orientation Dates |
| August 15 (4:00pm) - September 2 (8:00am) | Brightspace Shutdown |
| September 2 | First Day Back & WoW BBQ |
| September 2-5 | Week of Welcome Events & Student Orientation |
| September 3-4 | JK & Kindergarten Meet & Greets |
| September 5 | First Day of JK & Kindergarten (Half-Day for K) |
| September 8-12 | Kindergarten Gradual Entry (M/W/F Classes) |
| September 8 | First Day of Flex Academy Sparks (After School Care) |
| September 26 | Pro-D Day (No School) |
| September 29 | Last Day for Tuition Assistance Applications |
| September 30 | National Truth and Reconciliation Day (No School) |
| Oct 1-31 | Gr 4&7 - Foundational Skills Assessments (FSAs) |
| October 9 & 10 | Pro-D Days (No School) |
| October 13 | Thanksgiving Day (No School) |
| November 3 | Pro-D Day (No School) |
| November 11 | Remembrance Day (No School) |
| November 14 | Term 1 Ends (JK-Gr. 9) |
| November 20-21 | Pro-D Days (No School) |
| November 26 | Jk-Gr 9 Term 1 Report Cards Posted |
| November 27 | Jk-Gr 9 Parent Teacher Interviews (3pm-7:30pm) |
| November 28 | Jk-Gr 9 Parent Teacher Interviews (8:30am-11:30am) No School for JK-9 Students | Regular classes for 10-12 |
| December 10 | Foundations Christmas Concert |
| December 18 | Christmas Carols Chapel |
| December 19 | Last Day of School (11:30am Dismissal) |
| December 19 (4:00pm) - December 29 (8:00am) | Brightspace Shutdown |
| December 22 - January 4 | Christmas Break (Offices Closed) |
| January 5 | First Day Back |
| **January 12 - January 30** | **Re-Enrollment Window** |
| January 13 | Enrolment Information Session |
| January 14 - February 11 | Read for Change |
| January 16 | End of Semester 1 (Grade 10-12) |
| January TBC | Grade 10 & 12 LTE Assessments |
| January 19 & 22 | Ready, Set, Learn Events for Prospective JrK & Kindergarten Families |
| January 30 | Grade 10-12 Report Cards Posted |
| February 6 | Pro-D Day (No School) |
| February 16 | Family Day (No School) |
| February 20 | JK-Gr 9 Term 2 Ends |
| March 5 | JK- Gr9 Term 2 Report Cards Posted |
| March 2 - March 6 | HCOS Grad Program Orientation Week |
| March 10-13 & 14 | Heritage Theatre Show Week |
| March 13 (4:00pm) - March 20 (4:00pm) | Brightspace Shutdown |
| March 16 - March 27 | Spring Break |
| April 3 | Good Friday (No School) |
| April 6 | Easter Monday (No School) |
| April 13 & 14 | Pro-D Day (No School) |
| April TBC | Gr. 10 & 12 Numeracy and Literacy Assessments |
| April 27 | Pro-D Day (No School) |
| April 27 | HCOS Connect |
| May 18 | Victoria Day (No School) |
| June 2-13 (TBC) | Numeracy and Literacy Assessments - Grades 10-12 |
| June 10 | Flex Athletics Celebration |
| June 12 | Term 3 Ends |
| June 10 | JK & Kindergarten Graduation |
| June 10 | Flex Athletics Banquet |
| June 11 | Flex Graduation Breakfast |
| June 12 | HCOS & Flex Kelowna Grad Convocation & Banquet |
| June 12 | Last Day of School (Half Day) |
| June 12 | Final submission deadline for Flex Courses |
| June 17 | Grade 1-5 Celebration |
| June 18 | Report Cards Posted |
| June 18 | Grade 6-11 Celebration |