[5] Shortly after art collector Grenville Lindall Winthrop's death in 1943, they purchased Groton Place, his Carrère and Hastings-designed mansion in Lenox and opened their new school.

[7] Among the prominent Americans who sent their children to Windsor Mountain School in the 1960s were musicians Harry Belafonte, Thelonious Monk, and Randy Weston,[9] civil rights lawyer Clifford Durr and his wife, activist Virginia Foster Durr.

There is also another recently published book By Roselle Kline Chartock, a retired professor of education from nearby Great Barrington, titled Windsor Mountain School A Beloved Berkshire Institution.

This book is centered on Windsor, referencing several other private schools of the era in the Berkshires, which focused on progressive education.

[13] The original Groton Place mansion now belongs to Boston University's summer Tanglewood Institute for gifted young musicians, and during the rest of the year is used by the Berkshire Country Day School.