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Off-Site Experiences

CheckMate will be temporarily closed for renovations from February 9 to March 15. During the closure, we will offer exclusive offsite opportunities, thoughtfully designed to provide the same refined elegance and exceptional quality you’ve come to expect.

Four Moves Wine Experience

Four Moves at Mission Hill Family Estate

Set against the stunning backdrop of Mission Hill’s iconic architecture and vineyards, Four Moves is a refined tasting experience that introduces guests to the nuanced artistry behind CheckMate’s single-vineyard Chardonnay and Merlot wines. Led by a knowledgeable Wine Ambassador, this experience highlights the craftsmanship and terroir that define each wine, offering a masterful introduction to our portfolio.

$45 per guest | complimentary for members

Reserve
Grandmasters Table Experience

The Grandmaster’s Table at Liquidity

An intimate and elevated dining experience, The Grandmaster’s Table combines CheckMate’s finest wines with culinary pairings designed to enhance the complexity of each vintage. This seated guided tasting features stories behind our celebrated wines, including exclusive access to library vintages and 100-point scoring wines – all enjoyed in the luxurious comfort of Liquidity Winery.

$85 per guest | complimentary for members

Reserve
Knight Moves Wine Experience

Knight Moves at Road 13

Hosted in the charmingly rustic yet elegant setting of Road 13 Winery, Knight Moves offers a thoughtfully curated exploration of CheckMate’s Merlot wines. Guests are guided through a comparative tasting that showcases the unique character of each vineyard site, paired with insights into the meticulous techniques that bring these wines to life.

$45 per guest | complimentary for members

Reserve
Grand Masters Table Wine Experience at the Loft

CheckMate Beyond the Board: Exclusive Experiences

Experience the artistry of CheckMate wines in the setting of your choosing. This exclusive, complimentary experience brings the renowned CheckMate tasting directly to your home, offering a rare opportunity to share our exceptional wines with friends and family.

As a valued member, this is our gift to you – an unforgettable evening guided by our expertise and storytelling, creating cherished memories paired with world-class wines.

This is more than a tasting; it’s an invitation to celebrate life’s finest moments with the quality and care that only CheckMate can provide.

Member Exclusive | Contact James Berti to request your experience.

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. 

VISIT US

Private Wine Tasting

King's Gambit

Reserve the entire winery for an unparalleled tasting experience, crafted for those who seek the extraordinary. Guided by our esteemed Wine Ambassadors, explore CheckMate’s back library of rare vintages, paired with refined culinary creations that elevate every sip. This tailored experience is available by reservation only—a celebration of luxury, craftsmanship, and wines to be cherished.

$100 per guest | $50 for members

Reserve
2021 Little Pawn Release

Knight Moves - An Evening Experience

Experience the allure of evening at CheckMate Artisanal Winery with Knight Moves. an intimate, after-hours tasting experience.
As twilight blankets our vineyards, step into a candlelit sanctuary of elegance and exclusivity. Savour a curated selection of exceptional wines guided by your own dedicated Wine Ambassador.

$45 per guest

Reserve
CheckMate Artisanal Winery

Four Moves

Indulge in an exclusive journey through the world of fine wine with our Four-Move Checkmate experience. Join us for an intimate, guided tasting of four of our acclaimed CheckMate Chardonnays and Merlots. This seated experience unfolds in our exquisite hospitality lounge, where you will be personally escorted through a curated selection of our award-winning wines.

$45 per guest | complimentary for members

Reserve

Experiences available by appointment Monday - Sunday

Private Room

The Queen’s Retreat room is available for groups up to ten guests. We welcome your inquiry.

Inquire

Member Gallery

The member gallery 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.

Hours

Tastings by Appointment, Monday - Sunday.

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