Inspired by the Rogue Valley's natural beauty and bounty, RoxyAnn Winery was founded in 2002 at the historic Hillcrest Orchard in east Medford. One of Southern Oregon's oldest orchards, Hillcrest Orchard has been directed by members of the Parsons family since 1908. The winery name RoxyAnn comes from the earliest settlers who laid claim to the most fertile portions of the Rogue Valley in the 1850's and named the tallest mountain peak after a pioneer woman named Roxy Ann Bowen. Her land claim stretched from the vicinity of present day Rogue Valley Medical Center in Medford to the foot of Roxy Ann Peak. Roxy Ann Peak's summit rises 2,000 feet from the valley floor and is the northernmost peak in a twenty-mile long, northwest/southwest trending ridge system that parallels the contact between the older sedimentary rocks of the valley floor and the younger volcanic deposits.
Jack Day, grandson of Hillcrest founder Reginald Parsons, saw the potential of grape growing on the historic Hillcrest Orchard and armed with the vision of an artisan farmer and a Harvard MBA, oversaw the planting of the original 20 acres on the southwest slopes of Roxy Ann Peak in 1997; where the property's shallow, limestone-clay soils and southern solar exposure seemed ideally suited to producing Bordeaux style varietals.
In 2001, the first harvest of grapes at RoxyAnn produced only 150 cases of a proprietary red "Claret" that was a blend of Cabernet Sauvignon and Merlot; with the entire production selling out in two weeks. Today, RoxyAnn Winery produces nearly 15,000 cases of award-winning Claret, Pinot Gris, Merlot, Cabernet Sauvignon, Cabernet Franc, Tempranillo, Syrah, and Viognier that reflect balance, complexity and profound depth of flavor.