Resources and updates for the 2024-2025 school year are available here

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Fostering Our Core Values Beyond Academics

Cheshire Academy hosts special Community Weekends that transcend the traditional academic experience and contribute to the development of a stronger, more inclusive school environment. Required for both faculty and students, these enriching events bolster the core values that define us: a sense of belonging, active engagement, collaborative spirit, and personal and collective growth. 

2024-2025 Community Weekends

Welcome Home Weekend

September 6-8

Designed to set the tone for the 2024-2025 school year by fostering a sense of belonging, connection, and acceptance within our diverse school community.

Health and Wellness Weekend

October 25-27

Focusing on well-being, promoting healthy habits for mind, body, and spirit through activities that promote holistic health and a supportive community environment 

International Celebration Weekend

January 24-26

An opportunity to embrace the vibrant tapestry of our global student body and celebrate of our diverse cultures.

Diversity, Equity, Inclusion, and Justice Weekend

February 14-16

Allowing us to examine systems and structures that create inequity and explore social justice movements working to foster more inclusive environments for all 

Service and Sustainability Weekend

March 28-30

A chance to live out our school motto of “Ich Dien” (I Serve) by actively contributing to the local community and promoting environmental awareness and responsibility 


Community Weekends offer unique opportunities for connection and shared experience. Boarding students must remain on campus for the duration of these weekends. Day students are required to attend all mandatory activities. While they are encouraged to participate in as many of the weekend’s events as possible, they may leave campus upon completion of all mandatory activities. 

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