Upper School
Fifth to Eighth Grade
Emerging from Lower School as active learners, students arrive with a strong foundation of skills and a deep enthusiasm for reading, investigation, and discussion. In our Upper School, what we call our middle school program, students begin to experience a more dynamic daily rhythm, moving from class to class while supported by a core team of homeroom teachers and advisors who guide their academic and personal growth. This thoughtful transition helps foster independence, deepen intellectual curiosity, and strengthen community connections as students grow into confident, engaged learners. Academic subjects include science, mathematics, social studies/history, English, foreign language (French, Spanish, Latin), computer, art, music, and physical education. Dutchess Day School emphasizes independent thinking and exploration, a strong academic foundation in the key disciplines, elevated writing and presentation skills, social and community responsibility, and integrity. As in the lower school, projects and field trips augment classroom study and provide many opportunities for interdisciplinary learning. Historic landmarks in the Hudson Valley are excellent resources for students as they study American history; local museums, as well as the proximity to New York City, provide rich opportunities for students to explore the arts; and our neighbor, the Cary Institute, provides amazing opportunities to explore the sciences. These learning adventures are exciting and highly anticipated traditions at Dutchess Day School.
“Dutchess Day School emphasizes independent thinking and exploration, a strong academic foundation in the key disciplines, elevated writing and presentation skills, social and community responsibility, and integrity. Rooted in inquiry and vigor, our program challenges students to think deeply, write clearly, and approach every subject with curiosity and purpose.”



Shine: Arts & Athletics
Whether on stage or on the field, students take healthy risks, build confidence, and discover joy through teamwork, expression, and perseverance.
Think: Harkness Method in History
At the roundtable, every voice matters as students build perspective, practice respectful discourse, and sharpen critical thinking.
Reflect: Advisory, SEL & Wellness
Through advisory, wellness programming, and embedded social-emotional learning, students grow in empathy, self-awareness, and resilience while developing the character and compassion essential to lead with heart.
Achieve: Mathematics Curriculum
By completing Algebra I or Geometry by Grade 8, DDS students rise to the challenge and develop disciplined, analytical minds.
Communicate: World Languages: French, Spanish, Latin
French, Spanish, and Latin language are a bridge where students deepen cultural understanding and global empathy through dialogue and inquiry.
Lead: Model United Nations
In simulated diplomacy, students grow as ethical, informed global citizens through competition at local secondary schools and nationally in Boston.
Collaborate: Cross-Grade & Community Projects
Cross grade partnerships and community projects cultivate connection that drives learning, helping students grow by working together across ages and disciplines in service and shared purpose.
Explore: Enrichment
From choices including Student Ambassadors and Lego Robotics to Stage Design and Literary Magazine, our enrichment program invites students to explore interests, take initiative, and cultivate creativity beyond the classroom.
Data-Informed Program
Rooted in research and responsive to children, our flexible approach uses ERB data and classroom insight to exceed national standards and meet every learner’s needs.
DDS Upper School from Dutchess Day School on Vimeo.