Private Schools in Pawling, New York

Located directly in Pawling, The Randolph School is a highly-regarded Montessori school serving students from early childhood through elementary grades. The school emphasizes individualized learning, hands-on experiences, and developing independent thinking skills. With small class sizes and certified Montessori teachers, the school creates a nurturing environment that fosters academic excellence and personal growth. The curriculum includes comprehensive language arts, mathematics, cultural studies, and practical life skills. Parents consistently praise the school's dedicated faculty and the strong foundation it provides for lifelong learning.

The Millbrook School is a prestigious co-educational college preparatory boarding and day school located just 15 minutes from Pawling. Known for its rigorous academic program and beautiful 800-acre campus, Millbrook offers a comprehensive education with small class sizes and personalized attention. The school features state-of-the-art facilities including science centers, arts studios, and athletic complexes. Their Trevor Zoo on campus provides unique environmental science opportunities. With a strong focus on character development and community engagement, Millbrook consistently sends graduates to top-tier colleges and universities.

Oakwood Friends School is one of the oldest co-educational college preparatory schools in the nation, located approximately 20 minutes from Pawling in Poughkeepsie. As a Quaker school, it emphasizes community, simplicity, peace, and social justice while providing rigorous academic preparation. The school offers the International Baccalaureate Diploma Programme alongside Advanced Placement courses, providing multiple pathways to academic excellence. With a diverse student body and commitment to individualized attention, Oakwood features strong arts programs, competitive athletics, and extensive community service opportunities. The historic campus combines traditional architecture with modern academic facilities.