School Calendar Changes for 2021

Please note School Calendar changes for 2021:

Last Thursday, the Minister of Education announced that all publicly-funded schools would postpone March Break until the week of April 12 to continue to curb the spread of COVID-19.  The Ontario Heads of Schools met to discuss our options that would best support the province’s efforts to combat the virus while balancing the health, wellbeing, and learning of our community.

We believe that we can meet the spirit of cooperation that the Minister of Education and Chief Medical Officer requested, while still taking a couple of days in March and shifting some holidays to the end of the year, when hopefully, we will be able to more fully enjoy them. We believe the following schedule can achieve that and provide the same number of teaching days and holiday days as outlined in our original school calendar.  A revised school calendar is attached.

*  March Long Weekend:  Friday, March 12, 2021 to Monday, March 15, 2021 (2 school       days)
*  Spring Break:  Monday, April 12 to Friday, April 16 (5 school days)
*  Early June Release Days:  Wednesday, June 16 to Friday, June 18 (3 school days)
Please also note that Friday, March 5, 2021 will now be a full day, rather than a half day and the last day of school is now Tuesday, June 15, 2021.
The Easter and Victoria Day long weekends will remain the same.
Easter Weekend:  Friday, April 2 and Monday, April 5
Vitoria Day Weekend:  Friday, May 21 and Monday, May 24

Thank You For Joining Us!

                      Thank you for attending our Virtual Open House.

Thank you for attending our Winter Virtual Open House last week. It is always lovely to meet new families who are interested in attending our school. Established in 1968, Dearcroft is Oakville’s original Montessori School. Our nurturing, highly dedicated staff take great pride in providing a warm and engaging learning environment for our students. Dearcroft offers programs for Toddlers to Grade 8, through a dynamic and highly enriched learning experience within our supportive and close-knit environment.

If you missed our Open House and would like information about our school or an application form to register for September 2021,  please email:

Sign up for a virtual tour grades 1-8

Now Booking Virtual Tours Grades 1-8

Learn about Montessori in the older years and why it is such a natural choice. We are currently accepting registrations for September 2021 in our Elementary Grades 1-6 and West Wind Junior High (Grades 7 & 8). Learn about our extraordinary curriculum,  friendly, and close-knit community as well as our individualized programming that keeps children challenged and engage. Bring your questions and find out more about our Montessori curriculum from the comfort of your home.

To book a personal tour with one of our teachers please email:

We look forward to meeting you online!

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Winter Open House (Virtual) Toddler & Casa

Virtual Open House:

Thursday,  February 11th 2021

7:30 p.m. – 8:30 p.m.

Casa Learning by Exploration

Join us at our Winter Open House, meet our dynamic staff and learn about our enriched Toddler and Casa Programs.

At Dearcroft/West Wind Montessori  School the comprehensive and methodical training of staff, excellent student to teacher ratios and long term relationships allow us to focus on the individual child’s development keeping in-line with Montessori best practices. All of our classrooms feature: individualized, child-centred programs, enriched programming tailored to meet the needs of each student; multi-age environments; low student-teacher ratios; hands-on experiential learning; individual and small group lessons and enriched music and French programming.

To RSVP to our virtual Open House please email and more details will follow.

We look forward to meeting with you online.