Special Events

The Windward School hosts a variety of special events to benefit the School throughout the year. Learn more about them below.


The Windward Classic Golf & Tennis Outing


Thank you to everyone that supported the 9th annual Windward Classic Golf and Tennis Outing on June 3, 2019, at Quaker Ridge Golf Club. The event benefited Windward Teacher Training Institute (WTTI). 

The Windward School Benefit

Every other year, The Windward School hosts a spring benefit. The most recent benefit was held on Saturday, March 10, 2018, and honored Drs. Sally & Bennett Shaywitz, Anderson Cooper, and Christine & Stephen Schwarzman. The proceeds from the Benefit go towards impacting the lives of Windward's 862 students.

Read about the Benefit here - Anderson Cooper, Christine & Stephen Schwarzman, and Drs. Sally & Bennett Shaywitz Honored at The Windward School Benefit in NYC

See photos from the evening here.

Alumni Homecoming

Windward's alumni homecoming is October 19, 2019

The Windward School Ice Skating Party

Current Windward families are invited to join The Windward School for its annual Winter Ice Skating Party at the Winter Village at Bryant Park usually held the last Sunday in January.