As of 2016[update], Oldfields School had approximately 100 boarding and day students in grades 8 through 12, coming from 28 states and 15 countries.

[1] Among the school's notable graduates was Wallis Warfield Simpson, who became the Duchess of Windsor.

[2] In April 2023, Oldfields announced it would close at the end of the 2022–23 school year, setting up a partnership with Garrison Forest School to facilitate accepting its remaining students.

[4] In 2014 and 2015, the Oldfields School Cross-Country team won the Interscholastic Athletic Association of Maryland Conference C Championships.

[5] In 2015, the Oldfields School Badminton shared top honors in the IAAM Conference B Championship with Institute of Notre Dame.