The vineyard was previously owned, operated and lovingly tended by Joe & Konnie Serka. Joe and Konnie poured their hearts into creating and developing the vineyard into the beautiful oasis it is today.

In 2015, Stuart Chisholm and Mary Ellen Houston purchased the winery from the Serkas and made plans to grow the business and increase wine production by purchasing grapes from Eastern Washington vineyards while still making wine from the estate grapes in Olalla.

Chisholm and Houston engaged with Matthew Loso, renowned Master Winemaker and original owner of Matthews Cellars in Woodinville, one of the most well-known and well-respected wineries in Washington State, to bring his extensive wine-making experience and expertise to Olalla Vineyard and Winery. Loso's wines are exceptional and have been a welcome addition to the winery.