She was the fifth child born of ten to Arthur Hall and Susy Foy.
Being raised in a middle-class family, Andrew and her siblings had a tough upbringing due to their mother coming from a wealthy family and their father working for the New South Wales public service as a surveyor on a clerical wage.
Arthur Hall had a strict eye for perfection and only expected the highest of standards from his sons and daughters.
Winsome attended Sydney Girls High School where she was an outstanding student both academically and athletically.
[1] This ensured her a scholarship to study architecture at the University of Sydney from 1922 to graduate in 1928, where she was the sole woman in her year and the only woman graduate to proceed to find employment.