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Pasta Potluck Picnic

Each September, in honor of our Italian roots, Montessori families gather for a delicious potluck picnic feast and live jazz music on the lawn.  This is our first community celebration after summer ends.

Fall Cocktail Party

Early in the fall, the adults in our community gather for our annual Cocktail Party which is the formal welcome to families new to our school. The full staff is introduced, there is a brief presentation by the Board of Trustees and a wonderful social time for all to gather and toast the new school year.

Harvest Festival

The school hosts an all school Harvest Festival each October. Around the campfire, we share stories and songs and a lunch of homemade soup.  Boxes for collecting for UNICEF are distributed to all students, as we celebrate New England harvest on this sunny autumn day.

Fall Clean Up

On a designated Saturday morning in November, Montessori School parents, children, staff, and alumni gather to care for our school grounds. Over the years, in addition to planting bulbs and preparing garden beds for winter, we’ve built simple stone walls, helped construct our play yard and worked on our brick labyrinth. 

This is a fun, meaningful and physically robust way for us to gather as a community and work together.  In addition to the  joy of sharing work for our school we love, many dollars in maintenance fees are saved thanks to the children and parents and their brushes, rakes, hoes and heartiness.


Each month, Montessori students gather to share aspects of classroom work. This can include musical presentations, poetry, original stories, skits, research projects and joys of new languages learned. 

These Gatherings are a wonderful way for the children to come together with their extended Montessori community and also offer natural and comfortable opportunities for informal "performance," for practicing audience attention and offering admiration and respect to all.

Annual Meeting

Our Annual Meeting includes presentations by the Board of Trustees' Executive Committee, review of the Annual Report, and an opportunity to ask questions about current and future plans for the school.

Choral Performances

Students in our Elementary levels participate in our choral program. With voices raised in four part harmony and sophisticated, joyful song, this is an obvious extension of Montessori discipline, focus, diligence, respect and pride.

Grandparents Day

Each year, grandparents of Montessori School children are invited to spend a morning at our school.  They share breakfast, tour, learn more about the school, and spend time in the classrooms with their grandchildren.

Parent Education Events

Parent education opportunities are crafted to help parents better understand Montessori philosophy and practice. Evening, morning, and weekend events are hosted by Montessori School staff and offer parents further insight into the life of the classroom and our school. 
From time to time we host outside consultants and guests who speak on parenting and cultural topics of value to our school. We are proud of the active participation of so many of our parents in this aspect of the community of our school.


Outreach is a cornerstone of our School’s philosophy and our Montessori community. From the earliest years, children naturally wish to extend themselves to others in gracious, loving ways.  

  • As they grow, the desire to expand ways of service begins to grow as well.
  • Acts of kindness within the school naturally lead to extensions beyond our walls.
  • Our community participates in an abundance of child and school community inspired and outreach initiatives.
  • Meaningful outreach experiences give our children opportunities to become constructive, compassionate participants in the well-being of others.
  • Spanning all levels, from our youngest preschool age children through Middle School, our students have the compassion and desire to impact the world in meaningful ways.  

The Montessori School 
34 Whipple Road, Wilton, CT 06897 

A private school in Fairfield County, CT
offering AMI Montessori education in
Darien, Easton, Fairfield,
Greenwich, New Canaan, Norwalk,
Redding, Ridgefield, Stamford, 
Weston, Westport and Wilton, 
since 1964.    



The Montessori School
admits students of any race, color, national and ethnic origin to all the rights, privileges, programs and activities generally accorded or made available to students.

The Montessori School does not discriminate on the basis of race, color, sexual orientation, national and ethnic origin in administration of its educational policies, admission policies, scholarship and loan programs, athletic and other school administered programs. 

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