Hillcrest Orchard’s gardens and grounds are nestled in our 240 acres of lush vineyard, pear orchards and expansive farmlands. With rich history, strong family traditions, and excellent customer service, Hillcrest and Roxyann Winery work closely to provide topnotch wedding and special event Services. With century-old buildings and sweeping views of Roxy Ann Peak, this is the premiere property for an event. We work closely with industry professionals to provide the very best in catering, entertainment, equipment rentals, and event coordination. We take pride in our ability to provide a great venue with lots of on-site amenities.

The outdoor gardens and grounds are available late May through mid-October and can accommodate up to 300 people.


150 guest and under — $3,000
150-225 guests — $3,500
225-300 guests — $4,250

Your wedding includes…

  • Wedding, Reception, and Cocktail Hour Sites
  • Bridal Cottage
  • Grooms House
  • Electricity and Running Water
  • Restrooms
  • Trashcans and Collection
  • 150 White Wooden Padded Chairs
  • 20 Round Tables and 3 Banquet Tables
  • Set up and Break-Down of Tables and Chairs
  • Complimentary Roxyann Gift Card Valued at $200 — Used for Wine Purchase
  • Access to Grounds and Orchard for Wedding Photos
  • Day-Before and Day-After Event Access to Grounds

*Roxyann Winery provides excellent wine, beer and beverage service for all our weddings and special events

Photo Credits

Amanda K —
Gypsy Jane —
Leigh Photography —
Nakesha Morgan —
Pixy Print —

Pamela Gibson | Wedding Venue & Event Coordinator

From an early age, I can honestly say that I was always organizing furnishings or creating some event for friends or family. I attribute my love of event planning and design to genetics that began with a family of designers. Although there was a slight “detour” in my career with years spent speeding to emergencies as a Paramedic, I eventually found myself back in the career that I feel comes most naturally to me.

Living in the Rogue Valley has undoubtedly encouraged more creativity and inspiration than I have ever felt before. From our stunning mountains to our vibrant rivers, creating events with a backdrop of fruit orchards, grape vineyards, and historic buildings can only be embraced at Roxy Ann Winery at Hillcrest Orchards. The venue most certainly exemplifies the essence of Southern Oregon’s beauty.

With an Interior Design Degree and as the Owner of Sweetbriar Events, I am able to apply my experience and knowledge of design and event planning to those seeking an extraordinary affair.  All of these moments in time have lead me to this point, where I feel that I have developed my craft and can confidently call myself a true Event Planning Alchemist.

For more information, please contact Pamela at 541.778.8925 or via email at