Middle School

In our Middle School, we are not indebted to any one program or philosophy. We are indebted to the child and ensuring that his/her education is tailored to meet individual needs by building the specific skills needed to be successful. This allows our alumni to be prepared as they move forward on their academic path.” -John Beich, Director of Middle School 

In the Middle School, students take even greater responsibility for their education. They collaborate closely with teachers to set personal goals and expectations. Our individualized instruction continues, with a focus on helping students build self-awareness and advocate more articulately for themselves. While the specific books they read, math problems they solve, and historical events they study will vary based on the individual student, all Gaynor Middle School students build the fundamental skills needed to succeed in their next school.

Unique to the Middle School, Gaynor offers “Real World Wednesdays” in which students participate in writing electives, clubs, project-based learning, student advocacy, and transition preparation classes. This coursework offers students dynamic, experiential learning opportunities that capitalize on personal interest and choice.

Gaynor has a comprehensive Placement program and a dedicated Placement Office to best support the Gaynor community as students move forward in their academic careers. During the Placement process, we work together with parents to identify appropriate school options, establish and maintain expectations, and create a support system that will follow the family and student through each step. It is our goal to have each individual student placed in the school that is the best fit for him/her upon graduation or early transition from Gaynor.

Click here for more information on the Stephen Gaynor Middle School core curriculum.

Middle School hallway

Alumni Outcomes

Stephen Gaynor School’s combination of a curriculum uniquely tailored to each student’s needs, an emphasis on student self-advocacy, and a dedication to providing a rich co-curricular experience for our students prepares them well for success at their next school and in the wider world.

Members of the Class of 2017 were accepted to:

  • Bay Ridge Prep
  • Beacon High School
  • Birch Wathen Lenox School
  • Churchill
  • Clinton School for Writers and Artists
  • Dwight School
  • Dwight Englewood
  • Eagle Hill School (MA)
  • Forman School (CT)
  • Frank McCourt High School
  • Grace Church School
  • Hastings High School (NY)
  • The Hewitt School
  • Lab School for Collaborative Studies
  • LREI
  • The Lowell School
  • Loyola High School
  • Mary McDowell School
  • Millennium High School
  • Rudolf Steiner School
  • The Storm King School
  • United Nations International School (UNIS)
  • The Victor Hugo School – École Internationale‎
  • Winston Preparatory School
  • York Preparatory School


Five-Year High School Matriculation List
Classes of 2012 – 2016 with two or more Gaynor graduates attending
Bay Ridge Preparatory School
Birch Wathen Lenox School
The Churchill School
Dwight School
Eagle Hill School
Forman School
The Hewitt School
Little Red Elisabeth Irwin
Mary McDowell Friends School
The Summit School
Vermont Academy
Winston Preparatory School
York Preparatory School

Five-Year College Matriculation List
Classes of 2007 – 2012 with two or more Gaynor graduates attending
American University
Binghamton University
Emerson College
Franklin & Marshall College
The George Washington University
Goucher College
Hobart William & Smith Colleges
Kenyon College
Landmark College
Lynn University
Manhattanville College
Pace University
Skidmore College
Syracuse University