CheckMate Artisanal Winery

“Absolutely brilliant winery. We are so glad we ended our stay in Osoyoos with a visit to Checkmate. Jackson was our person, and he treated us extremely well. We had great chats with him and he really helped us with our decisions on the wine. In the end we purchased six bottles of wine, including a great collection of chardonnays and merlots. The presentation of the six bottles in the gift box were exemplary, and well worth the cost. Thank you to Checkmate, and most of all Jackson, for a wonderful afternoon!”

“The Grandmasters Tasting Experience: Jackson did an outstanding job of presenting Checkmate wines in a personable and engaging fashion. He also toured us through the property and winery before seating us at the best patio in the Okanagan. The wines, charcuterie and views were amazing. We also appreciated the time taken by membership manager James to make us feel welcome and set up the rest of our VIP day touring two other premium wineries in Oliver. It was a five-star experience. We'll be back for more.”

“We had an amazing time at checkmate with John Schmidt. Beautiful tour, with amazing wine, loved the Chardonnays lot’s to talk about. Loved to see how the different millésimes evolved through the years!”

“We had an exceptional tasting experience at CheckMate a few days ago. Colin was absolutely fantastic—warm, knowledgeable, and a true pleasure to spend time with. The wines were outstanding, and the panoramic view from the balcony is simply breathtaking. We’re so glad we made the trip south—it was well worth it and truly memorable. Highly recommend!”

“Checkmate is my favourite winery in the Okanagan. Allison and James always provide a luxurious experience with some of the most amazing wines I’ve ever had. You have to give this winery a try, not only for the wine but for the amazing views and architecture.”