Chesterfield Nathaniel Brewster was Awarded the Companion of Honour of Barbados for his outstanding philanthropic contribution, especially to the development of sports. This is the second highest award to be bestowed to a Barbadian. Chesterfield Brewster is the Co-Founder of The Maria Holder Memorial Trust and Founder of The Brewster Trust, also a registered Charity in Barbados.
Finally, Chesterfield is an entrepreneur in the horticultural sector both in Barbados and Vancouver, Canada. His personal initiatives in Barbados include the Valley Island Farm and the Wynterbottm Stables. Wynterbottm Stables is the home of a programme for able, differently abled children, and at risk youth through varied specialised programmes which include learning how to ride and interaction with horses. These horses provide an unconditional, non-judgmental and honest platform that is fundamental to positive change of behaviours.
His personal goal in life has been to contribute where possible to the continued development of the Country of his Birth!