[7][8] In February 2019, a video that is believed to be created years previously was discovered by administrators after it was shared during a dispute between students.

[10] The school also attracted attention in November 2019 after it hosted a guest speaker who compared the Israeli treatment of Palestinians to the Holocaust, a statement which was denounced as antisemitic,[11] including two Reform Jewish rabbis who spoke at the school in the wake of the controversy and subsequently published a New York Times editorial about the incident.

[12] In January 2020, the school fired a tweeting Jewish teacher who opposed the invitation of two speakers on anti-Semitism because they were, according to him, "white" and Zionists.

Whole-child pedagogy attempts to nurture the intellectual, physical, emotional, and social growth of every student.

[15] Fieldston terminated its participation in the Advanced Placement Program in 2002 to give its faculty the freedom to offer more innovative, challenging, and thought-provoking material.

Girls Varsity Volleyball won the 2023 New York State Independent School (NYSAIS) Championship after having an undefeated season with 21 wins.

In the Upper and Middle Schools, there are more than 80 student-led clubs, affinity groups, and service-learning organizations.