Visit CheckMate


Visit the Estate

Located in the heart of the South Okanagan, CheckMate Artisanal Winery is set in a place of breathtaking natural beauty. The result of millions of years of geological activity, the winery nestles against the rugged, rocky outcroppings of Mt. Kobau that give the region and vineyards its distinct character. 

Every detail creates a setting that welcomes guests and embraces the view. 


Wine Tasting Experience at CheckMate Winery

The Scholar’s Mate Experience

A guided, seated tasting experience of our terroir-driven Chardonnays and Merlots in a stunning setting. Explore the vineyards we source from and our winemaking philosophy in our spectacular lounge.

$45 per guest | complimentary for members

Private Wine Tasting

The Grandmaster’s Table

A winery tour followed by a seated tasting featuring an exclusive, customized flight of library Chardonnay and Merlot expertly paired with an elegant pairing curated exclusively for our wines.

$85 per guest | complimentary for members


Open Wednesday to Sunday,
11 am to 4 pm.

Reservations recommended. 

Private Room

Our private dining room is available for groups up to ten guests. We welcome your inquiry.


Member Exclusive Veranda

The veranda overlooks our estate vineyards in the foreground. The expansive views spread east across the valley to Jagged Rock vineyard and south to our Border Vista vineyard. As a member, book one of our signature experiences to access this exclusive space.

Located in Oliver, British Columbia

Our world-class estate winery is open for guests, with reservations recommended.
We look forward to welcoming you.


Wednesday to Sunday: 11 AM - 4 PM
Closed Monday & Tuesday

Speaking of stunning architecture and must-visit locations, we cannot stress the cruciality of taking in CheckMate Winery.

Rebecca Felgate - Sharp Magazine

There’s no doubt that CheckMate is a destination winery, one sought out by wine-lovers looking for the finest expressions of two somewhat-maligned but classic varieties. The term checkmate has a clear sense of finality about it, but at CheckMate Artisanal Winery, the adventure is just beginning.

Nuvo Magazine