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Woodford was originally known as Twenty Mile Hollow and was home to a popular coaching inn, the Woodman's Inn built in 1834. After passing through different owners, the inn closed and became a private residence called Woodford House. By 1871 the locality also became known as Woodford and the house later became the well-known Woodford Academy, a school for boys and is now a heritage-listed building.Woodford is approximately 90 kilometres west of Sydney and is very popular with mountain bike riders and walkers as the starting point for the well known Oaks and St Helena fire trails.