Our Mission is to prepare all students to reach their full potential as life-long learners and socially responsible contributors to our global community.


Debra L. Dunn, Ed.D.

Debra Dunn, a lifelong educator, relishes her roots. Educated in Boston Public Schools including the exam school of Boston Latin, she values the direct impact that public education contributed to her life as a second generation descendant of Irish-Italian parents. Now more than thirty years later, Dr. Dunn’s vision and career path can best be defined as one inexhaustibly championing high expectations for all children.

Dr. Dunn brings to Westport a record in transformative educational leadership that has led to significant student performance gains. Her convictions about teaching and learning pertain to all classrooms – from the urban schools where she was educated; to the suburban public schools of her sons; or the third world village classrooms of Uganda where she has taught for several summers. She credits the academic success of students to a purposeful focus on the school’s culture by a well-supported faculty of lifelong learners who emphasize the whole child and every child; collectively possess an irrepressible belief that all children can learn; and who strive to provide a socially and emotionally supportive learning ethos that include an arts-rich environment.

Dr. Dunn earned a doctorate in Educational Leadership; master’s degrees in Curriculum, Policy and Planning, as well as Educational Administration; and undergraduate dual degree in Special and Elementary Education. Among her leadership positions she has most recently served five years as superintendent of the high achieving district of York, Maine, and for eighteen years prior as principal of Weston Public Schools in Massachusetts where fifteen percent of this state’s number one school district’s overall student enrollment are children from low socioeconomic neighborhoods of Boston. For over two decades she has been an active member of the Harvard University Principal Center with an emphasis on equity, and serves as a university faculty member in the schools of education doctoral programs at Lesley University and University of Southern New Hampshire.

Debra Dunn is elated to be joining the Long Lots School Community to be working closely again with children, young families, and dedicated staff members. When not at school, she enjoys both coasts – regular visits to the fun city of Seattle where both of her sons are living or enjoying her second home on Matinicus Island, twenty-two miles off the coast of Maine.