Helen Chester studied Fine Art at the University of Wales Institute Cardiff, on gaining her BA (Hons) Degree she worked in art restoration studios where she developed her love of history and the decorative arts. During her time in Cardiff she exhibited regularly and had work purchased by The Cardiff Bay Arts Trust as a piece of public art for a building in the Bay (this was under her maiden name, Helen Kerley).

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Since moving back to Wiltshire, where she lives with her husband and children, Helen has continued to work as a freelance artist and illustrator, building a good reputation for her dramatic landscapes, often incorporating ancient images of White Horses & Hares, striking portraiture and bold design work, exhibiting at museums across the country, such as Aldershot Military Museum and showed her Waterloo Uncovered portraits at The Royal Chelsea Hospital, London.