Year at a Glance 2020-2021
| Date | Activities |
| August 17 – 28 | PD Days (No School for Students) |
| August 24 – 28 | Choice Orientation |
| August 26 | Lower School Orientation |
| August 27 | Upper School Orientation |
| September 7 | Labour Day |
| September 8 | JK & SK First Day of School |
| September 9 | Grades 1 to 12 First Day of School |
| September 9 – 11 | Neophyte Week Activities |
| September 9 – November 13 | Quadmester 1 (Grades 9 – 12) |
| September 11 | Spirit Day: House Colours Dress-Up |
| September 16 – 18 | Terry Fox Run |
| September 23 | Casual Day |
| September 30 | Orange Shirt Day |
| October 8 | House Game |
| October 9 | PD Day (No School for Students) |
| October 12 | Thanksgiving Day (No School) |
| October 13 | Quadmester 1 Study Hall (Grades 9-12) |
| October 21 | IB Diploma Programme Info Session (on Zoom) |
| October 27 | IB Middle Years Programme Info Session (on Zoom) |
| October 27 | Casual Day |
| October 28 | Lower School Picture Day |
| October 29 | Upper School Picture Day |
| October 30 | Spirit Day: Halloween/Harvest Dress-Up |
| November 5 | Guy Fawkes Day |
| November 5 | House Game |
| November 6 | PD Day (No School for Students) |
| November 11 | Remembrance Day (No School) |
| November 13 | Kindness Day (Hosted by Oakwood) |
| November 16 – January 29 | Quadmester 2 (Grades 9 – 12) |
| November 21 | Virtual Open House |
| November 25 | Casual Day |
| November 25 | Report Cards (Quadmester 1, Grades 9 – 12) |
| November 30 – December 3 | Jingle Mingle (Lower School) |
| December 1 | Re-Enrolment Packages Sent Out |
| December 4 | Progress Reports (Grades 7 & 8) |
| December 4 | Progress Reports (Upper School Year-Long Courses) |
| December 7 | Term 2 Begins (Lower School) |
| December 8 | Jingle Mingle (Upper School) |
| December 9 | Casual Day |
| December 11 | Report Cards (Lower School) |
| December 14 | Parent-Teacher Conferences (Quadmester 2, Upper School) |
| December 16 | Christmas Spirit Day: Red, Green, & White Dress-Up |
| December 16 | House Game |
| December 17 | Parent-Teacher Conferences (Lower School) (No School for Lower School Students) |
| December 17 | Pajama Day (Upper School) |
| December 18 – January 5 | Christmas Holidays (No School) |
| December 22 | Christmas Special (JK – Grade 8) |
| January 6 | Back to School (All Students Learn Virtually) |
| January 13 | IB Middle Years Programme & Diploma Programme Info Sessions |
| January 22 | Virtual Year Ahead Day (Lower School) |
| January 25 – 28 | Zooming Into the Future (JK – Grade 5) |
| January 27 | Grade 10 Personal Project Showcase |
| January 27 | Casual Day |
| January 28 | Semester 2 and Quadmester 3 & 4 Info Session/Orientation Evening |
| January 29 | Semester Turnaround (No School for Grades 7 & 8) |
| February 1 | Re-Enrolment Deadline |
| February 1 | Semester 2 Begins (Grades 7 & 8) |
| February 1 – April 23 | Quadmester 3 (Grades 9 – 12) |
| February 11 | Spirit Day: Valentine’s Day Dress-Up |
| February 11 | House Game |
| February 11 | Report Cards (Upper School – All Grades) |
| February 12 | PD Day (No School for Students) |
| February 15 | Family Day (No School) |
| February 16 | All Students Return In-Person |
| February 17 | Oral Competition (JK – Grade 2) |
| February 18 | Oral Competition (Grades 3 – 6) |
| February 20 | Virtual Open House |
| February 22 | 100th Day of School (Lower School) |
| February 24 | Pink Shirt Day |
| February 25 | Casual Day |
| February 26 | SJA vs TMA Oral Competition (Grades 1 – 6) |
| March 4 | Upper School Quadmester 3 Conferences (Grades 9 – 12) |
| March 9 | Quadmester 3 Study Hall (Grades 9-12) |
| March 10 – 12 | Spirit Days |
| March 15 – 19 | March Break (No School) |
| March 22 | Back to School |
| March 22 | Term 3 Begins (Lower School) |
| March 24 | Exhibition Info Session (Grade 6 Parents) |
| March 31 | Casual Day |
| April 1 | Spirit Day: Easter Colours Dress-Up |
| April 1 | Report Cards (Lower School) |
| April 2 | Good Friday (No School) |
| April 5 | Easter Monday (No School) |
| April 6 | Ability Awareness Day (Hosted by Oakwood) |
| April 7 | Parent-Teacher Conferences (Lower School) |
| April 7 – 9 | Spirit Days |
| TBD | OSSLT (TBD, March – June) |
| April 12 – 16 | Spring Break (No School) |
| April 19 | Back to School |
| April 21 | Parent-Teacher Conferences (Grades 7 & 8, Grades 9 – 12 Year-Long Courses) |
| April 22 | Earth Day |
| April 23 | Report Cards (Grades 7 & 8, Grades 9 – 12 Year-Long Courses) |
| April 24 | Virtual Open House |
| April 26 – June 18 | Quadmester 4 (Grades 9 – 12) |
| April 27 | Parent-Teacher Conferences (Grades 7 & 8) |
| April 28 | Casual Day |
| May 5 | Report Cards (Quadmester 3, Grades 9 – 12) |
| May 7 | Grade 6 Exhibition |
| May 20 | House Game |
| May 21 | PD Day (No School for Students) |
| May 24 | Victoria Day (No School) |
| May 26 | Casual Day |
| May 26 | Graduate Photos (Tentative) |
| May 27 | Quadmester 4 Parent-Teacher Conferences (Grades 9 – 12) |
| May 27 | Spelling Bee (JK – Grade 2) |
| May 28 | Spelling Bee (Grades 3 – 6) |
| May 31 | Quadmester 4 Study Hall (Grades 9-12) |
| June 1 | Arts Night (JK – Grade 2) |
| June 3 | Interschool Spelling Bee |
| June 4 | Oral Competition (Grades 7 & 8) |
| June 7 | Track & Field |
| June 8 | Track & Field Rain Date |
| June 10 | Arts Night (Grades 3 – 8) |
| June 11 – 13 | Grade 12 Individual Graduation |
| June 18 | Grade 12 Virtual Graduation Ceremony |
| June 21 | Promotion/Graduation Ceremonies (JK – Grade 6) |
| June 22 | Promotion/Graduation Ceremonies (Grades 7 – 11) |
| June 23 | Last Day of School |
| June 23 | Report Cards (Lower School) |
| June 23 | House Cup |
| June 24 – 30 | PD Days (No School for Students) |
| June 30 | Report Cards Mailed Out (Upper School) |
Revised April 29, 2021