The 2019-20 school year began on September 9 on a celebratory note as The Windward School welcomed a record-high enrollment of 936 students across its three campuses at Westchester Lower School, Westchester Middle School, and the Manhattan Lower and Middle Schools.  

Included in this year’s cohort of new students is the inaugural class of eight first-grade students at the Manhattan Lower School. The addition of a first-grade class to the Manhattan Lower School expands the lower school division to span four grade levels, matching the Westchester Lower School, teaching students in grades 1-4.  

View photos from the 2019 First Day of School: 

Westchester Lower School Photos 

Westchester Middle School Photos 

Manhattan Lower and Middle Schools Photos