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Hillcrest Orchard is one of the oldest continuously producing orchards in the region and a preserved example of life in the early 1900's. Framed by the rolling slopes of RoxyAnn Peak, the Hillcrest home stands proudly as a testament to time. This elegant old estate holds a reverence to the history of Southern Oregon and the residents beholden to it.


Hillcrest Orchard is a full-service destination and a perfect venue for any occasion. Surrounded by the region's rouge and boundless beauty, the estate offers elegant gardens, historic buildings, vineyards, orchards, and overnight lodgings.

Host your next wedding or private event  on the beautiful grounds of the Historic Orchard Estate.


Located on the grounds of the Hillcrest Orchard Estate & RoxyAnn Winery in Medford Oregon, we have opened two of our historic buildings for your next getaway. Our quaint Cottage or Carriage House are the perfect location for destination wine tasting weekend or a quick stop on a road trip.

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