Pewee Valley is a home rule-class city in Oldham County, Kentucky, United States. The population was 1,588 as of the 2020 census. The …Pewee Valley is a home rule-class city in Oldham County, Kentucky, United States. The population was 1,588 as of the 2020 census. The site of present-day Pewee Valley was first settled as a stop on the Louisville and Frankfort Railroad in 1852 under the name Smith's Station, although it remains unclear which Smith gave his name to the community. It may have been Henry S. Smith, the son of a local pioneer, or Thomas Smith, a local shopkeep. The name was changed to Pewee Valley on the establishment of a post office by Henry's son Charles Franklin Smith in 1856. The name refers to the eastern wood pewee, a local bird, but, as the town lies on a ridge, the reason for naming the settlement a "valley" remains obscure.