The distinctive windmill at the heart of Holland Village reminds us of the multi-sailed windmills which converts the energy of wind into rotational motion by means of adjustable vanes. These windmills are prevalent in the country Holland (the Netherlands) and it is inevitable that many residents in Queenstown has mistakenly felt that the Holland area is being named after the country.
Holland Village and its environs were originally plantation estates in the heavily wooded area of Chip Bee Estate, and farms at Lorong Mambong. When Orchard Road and Tanglin areas grew as prime residential localities in the 1900s onwards, development extended to the Holland Road and beyond. The area was an original expatriate centre which also attracted the 'upper income' families, and the village catered to their many special retail and recreation needs. Holland Village's early growth is attributed to the European civilian population residing in its vicinity, in particular during the British military presence. The area was originally known in the 1950s and 1960s for its very exclusive private home developments, and was at one time regarded as a place for the rich.