Henry Redwood was prominent in the thoroughbred racing industry. He was called the 'Father of the New Zealand Turf' and established a stud at Hednesford, likely the first in New Zealand. He imported the stallion, Sir Hercules, along with other bloodstock from Australia and France.[citation needed]
On 4 March 1863 his mare, Ladybird, won the first New Zealand Champion Race against horses from Australia and New Zealand.
the Wellington Cup twice: Korari in 1876 and Guy Fawkes in 1877.
the Dunedin Cup with Lurline in 1874.
the Canterbury Jockey Club Handicap (which later became the New Zealand Cup): Peeress (1871), Kakapo (1873), Guy Fawkes (1876) and Mata (1877).
the Canterbury Derby with Manuka (1869), Papapa (1873) and Songster (1876).
the Nelson Cup with Clogs (1885), Alpine Rose (1886) and Awarua Rose (1892).
the Marlborough Cup.
He was a steward for the Nelson Jockey Club from 1848.Henry Redwood also raced in partnership with Hugh Stafford, and later with George Stead.[citation needed]
His racing colours were a black jacket and red cap. These were also carried on by son, Joseph.