Category Archives: Dearcroft Events

Dearcroft Trafalgar Crossing Virtual Open House

Virtual Open House Dearcroft Trafalgar Crossing

297 Oak Walk Drive, Oakville

Dearcroft Growing with our Community

Toddler to Elementary

Wednesday, January 19th & February 2nd 2022

8:00 – 9:00 P.M.


We are excited to announce that Dearcroft is growing with our community and opening an additional location this September 2022, in north Oakville.  Dearcroft was founded in 1968 and is one of Canada’s original Montessori schools and is a long-standing pillar of Oakville’s private school community.  This new space will provide an opportunity for more children to learn in our well established Montessori programs.  

Join us for a Virtual Open House on Wednesday, January 19th & February 2nd from 8:00-9:00 p.m. to learn more about our new location, Montessori education and our programs offered from Toddler through to Elementary. 

The Dearcroft Trafalgar Crossing Campus, located at 297 Oak Walk Drive, Oakville, will offer programs from Toddler (18 months – 2.5 yrs), Casa (2.5 – 5 yrs), through to Junior Elementary (Grades 1 -3).

One of the greatest benefits of Montessori education is building real-life skills that carry over when it is time to enter the workforce. Problem-solving, creativity, team work, and responsibility run through the veins of a Montessori child.

To RSVP to our Virtual Open House please email: 

Toddler Program


Casa ProgramCasa work program

Elementary Program (Levels 1-3)

Junior Elementary group activitieshiking, exploration, nature learning, Junior Elementary, Dearcroft Montessori
monitor student developmentsize class size


Elementary And Junior High Students Return To Online Learning

Further to Premier Ford’s announcement today, we would like to advise you of the following information with respect to our return to school.
The Elementary and Junior High, Levels 1 to 8, will begin on-line learning on Wednesday, January 5, 2022, and return to in-class learning on Monday, January 17th, according to today’s announcement.  We will continue to follow mandated guidelines and update you accordingly as information is made available to us.
You will receive an email from your classroom teachers with a link for a class meeting on Wednesday morning at 9:30 am to begin the week.
 Work packages for Junior Elementary and Senior Elementary will be ready to collect as of 1:00 p.m. on Sunday, January 9th.  Junior High students will not need to pick up packages.  Please watch for further details from your classroom teachers.
For registered Arts Club students, please note that Arts Club will be moving to on-line starting next week.  Mrs. Campbell will set up a Zoom link and forward by separate email.
We appreciate your patience and understanding as we now pivot to on-line as quickly as possible and we hope to see our students back on campus very soon!

Return To School – All Levels Toddler to Junior High- January 5th

Further to the Ontario Chief Medical Officer’s announcement yesterday, we are planning on a return to school date of Wednesday, January 5, 2022 for all levels from Toddler through Junior High.

Dearcroft will continue to maintain our strict COVID-19 policies as we’ve already had in place, including, but not limited to placement of air filters in every classroom, keeping windows open as much as possible, and keeping our materials, classrooms and common areas clean on a daily, ongoing basis.
A new measure Dearcroft will be implementing, with the assistance of the Ministry of Education and the Office of the Chief Medical Officer of Health, will be the use of non-fit-tested N95 masks for all staff at Dearcroft.  Non-fit-tested N95 masks meet the same NIOSH (National Institute for Occupational Safety and Health) standards as fit-tested N95s but have not been, and are not required to be, fit-tested.  The Ministry of Education will require all licensed child care staff to have the option to wear either medical/surgical masks or the non-fit-tested N95 masks provided by government.  As soon as these masks are made available to Dearcroft, we will commence this new measure.
For those families who did not collect rapid tests before the holidays, we will have 1 rapid test available per child (1 test only, not a kit of 5 tests) to collect on Tuesday, January 4th from 9:00 a.m. to 12:00 p.m.
Once we have received further information on protocols from Public Health and the Ministry of Education, we will provide an update on Tuesday, January 4th.
Together, our teamwork will help us see a safe start to the second term.  We are especially appreciative of your on-going caution of keeping your children home if there is any uncertainty or symptoms that could spread to others.
The Dearcroft staff sends their gratitude for your efforts at keeping classrooms safe for all.
Thank you kindly and please stay safe, as we head into the new year.  Happy New Year to you and your family!

Dearcroft Growing with our Community

Dearcroft Growing with our Community

Dearcroft Growing with our Community

Opening the 2022-2023 school year at Trafalgar Crossing, a beautiful and exciting new development at the SW corner of Dundas and Trafalgar, our new additional location will feature state of the art space created in partnership with the Sigma Group, one of Canada’s premier builders of hospitality space. Sigma’s founders are supporters of the Montessori model of education, and we are excited to work together to create this beautiful new learning environment, which is planned primarily to serve the needs of Toddler and Casa students.

With Dearcroft soon being able to offer quality Montessori education to more families in Oakville, we will strengthen our position as a leader in our education community, adding depth of programming and helping ensure growth of a balanced pattern of enrollment at both our Lakeshore and new North Oakville campus.

As we move forward with the opening of the new location, we will be sure to share more details of the evolution of this exciting new project! In the meantime, on behalf of all our staff, the Phippen family and indeed all members of our school community, we wish you a truly magical holiday season. A special time of celebration, together with your family and friends. Be well, stay safe and warmest wishes for a healthy, happy, and uplifting year ahead.

CBC’S Canadian Music Class Challenge – Dearcroft Students make it into the top ten for their performance of “Hey Dum, Diddley Dum”

Congratulations to our Junior Elementary Levels 1-3 students for entering into the CBC’s Canadian Music Class Challenge and making it into the top ten for their performance of “Hey Dum, Diddley Dum”. 🎶

Our Junior Elementary music video, where students perform “Hey Dum Diddely Dum” by Sharon, Lois, and Bram, for submission to the CBC music competition.  CBC puts on a school contest every year and they provide a list of Canadian musicians and songs to choose from.  This year the level 1,2,3 chose Hey Dum Diddly Dum by Sharon, Lois and Bram and the level 7’s chose I wonder by Shawn Mendes.

Thank You – Toy Drive For Shawanaga First Nation


Thank you to our incredible Dearcroft Montessori Community for showing your support and generosity by participating in the Toy Drive for Shawanaga First Nation.
Dearcroft held a toy drive for the children of the Shawanaga Nation.  Beginning November 29th Dearcroft collected unwrapped toys to help support the families of the Shawanaga Nation.  Each student was invited to bring in a toy of something that a student of their age might enjoy.  The toys were collected by our good friend, an  from our good friend, Doug Pawis ( an Anishnbe elder from Shawanaga First Nation)  this past Friday, December 3rd, and delivered to the Shawanaga Nation children in time for Christmas. 

Dearcroft At Learn From Home – Second Term starts February 2022

Dearcroft At Learn From Home Second Term Starting Feb 22, 2022

 Registration for Second Term now open

Currently our Dearcroft Learn From Home students have been busy with various online and offline learning opportunities including:

Language: letter symbol and phonetic sounds, phonetic sound games, initial sounds
Math: numbers to 10 (symbol and quantity), teen symbol and quantity
Sensorial: smelling bottles (spices and herbs), matching colours together/to their environment, to material (provides lots of movement and dialogue for sharing thoughts and ideas about selected objects), stereognostic sense (mystery bag of objects worked with in practical life and sensorial activities)
Culture: Calendar, Seasons, Continents (Map of the World), Provinces (Map of Canada), Parts of a Tree (Arbory), Parts of a Leaf (Botany), Parts of a Horse, Parts of a Fish, Parts of a Bird
Practical Life: (Fine motor skills and gross motor skills) Nuts and bolts, cutting snippets, pouring water jug to cup, squeezing a sponge, sorting objects

For more information please email: to learn more about our program

We are offering a virtual classroom learning experience uniquely designed for those unable to attend school in person.

Daily Online prep-program sessions conducted with an experienced Montessori trained teacher that will enrich your child with group and individualized lesson.

Lessons will consist of:


* Language

*Language enrichment


* Culture


Montessori materials-based curriculum for children ages 3-7 years. All lessons are prepared and presented by experienced Montessori educators. A  daily online prep-program led by an experienced  Dearcroft Montessori School teacher providing enrichment for your child through group  and individual lessons supplemented with individualized work packages made available for non-contact pick-up.