Dearcroft Montessori is celebrating over 50 years of an Oakville tradition with a natural reputation for excellence Established in 1968, it is Oakville’s original Montessori School. The campus is located on a wooded, two-acre historic property, walking distance to Downtown Oakville and beautiful parks. Dearcroft is CCMA accredited and a founding member of the Oakville Independent Schools. Our nurturing, highly dedicated staff take great pride in providing a warm and engaging learning environment for our students. Dearcroft offers programs for Toddlers (18 months) to Grade 8, through a dynamic, highly enriched learning experience within our supportive and close-knit community. Our experienced and qualified staff, excellent ratios and long-term relationships allow us to focus on all aspects of each child’s development.  A Montessori education, due to its unique ability to identify and nurture individual strengths, does a remarkable job of creating graduates who go on to change the world. The founders of Google, Amazon and Wikipedia are fine examples of innovative, creative and fearless entrepreneurs who started their academic journeys in Montessori classrooms. They never stopped learning and continue to push boundaries… creating exciting new paradigms within their chosen fields. Their business cultures are outstanding examples of meaningful change and as individuals they have emerged as world ambassadors of inspired leadership.

Operating for over 50 years, Dearcroft Montessori School is home to the West Wind Montessori Junior High Program. West Wind Montessori Junior High is Canada’s award-winning elementary experiential education. We offer outdoor education, including a three-year rotation of Fall trips to Temagami, Algonquin Park, and Ottawa. For 20 years, our unique Expedition Education program has taken groups of our students’ coast to coast, exploring spectacular world heritage sites and national parks in Canadian locations as diverse as the Yukon and Newfoundland.  

West Wind Montessori Junior High offers a motivating education that prepares your child for life. Our challenging program is designed to prepare our graduates for a successful transition to high school. 

Program Overview: 

Celebrating 20 successful years, West Wind Junior High (WWJH) is a two-year program that prepares students for success in high school and the world beyond. Inspired by the life work of Maria Montessori, the program provides an integrated, experience-based curriculum intended to stimulate and inspire. While drawing on diverse educational experiences, the program also meets or exceeds the key expectations of Ontario’s Ministry of Education Guidelines for grade seven and eight. With a strong emphasis on preparation for high school, our Junior High class averages 20 students with 2 fully qualified intermediate teachers.