Welcome From the Head of School


I invite you to explore our website and learn what makes Chesapeake Montessori School one you should consider when looking to enroll your child or teen in a developmentally-based, forward-thinking, twenty-first century education.

We serve children and teens ages eighteen months through fifteen years (pre-k – 8th grade). Our Main Campus is comprised of seven acres in Annapolis, Maryland, where indoor and outdoor beauty abounds, and is accessible to the children. The Upper Campus is a three-acre farmette located in Arnold, Maryland; a land-based model serving our seventh and eighth grade students with experiential education applicable to their lives. CMS strives to offer an educational model true to Dr. Maria Montessori’s vision for the various age groups and we are proud to be an Association Montessori Internationale Recognized school.

We’re looking for empathetic children, teens, and parents who value self-construction and intellectual curiosity. We seek those who are invested in the building and maintenance of strong community, and want to create a diverse and inclusive culture. We are a school community that offers “schooling” at a high standard – mathematics, English language arts, science, the humanities, geography, geometry, fine/performing/industrial arts, and French language arts – and, more importantly, we offer the “invisible scaffolding” that impels young people to become good, noble, and adaptable citizens in their own time and place. We care about the whole child or teen more than we do test scores and grades.

We appreciate you considering Chesapeake Montessori School during your school search. Please register for a tour by contacting our admissions office at any time. We are proud to be reforming education in the greater Annapolis area by offering a learning experience that equips the next generation with the skills they will need to be successful, caring, adaptable adults.


Robb Wirts

Head of School