• Paint & Sip at Sandhill: Charcuterie Board

    Sandhill Urban Winery Richter Street, Kelowna, BC, Canada

    Spend an evening in Sandhill’s beautiful Barrel Room for a creative night of sipping, socializing, and painting something uniquely your own. This is art for fun, not fine art. Your ticket includes a wooden Charcuterie board, all painting supplies, and guided instruction to help you bring your design to life in a relaxed, welcoming setting....

    $50.15 – $59.00
  • Harvest Estate Lunch

    Hester Creek Estate Winery 877 Road 8, Oliver, BC, Canada

    Fall for autumn with the Estate Lunch at Hester Creek Estate Winery and enjoy the colours, aromas and delights of this dining experience. Be one of only 12 guests while you enjoy a seasonally inspired, locally sourced meal. This multi-course lunch is paired with our award-winning wines and curated by our culinary team at Terrafina....

    $122
  • Al Fresco Harvest Gathering

    OROLO Restaurant + Cocktail Bar 361 Martin Street, Penticton, BC, Canada

    Join us for an unforgettable fall evening on the patio as our culinary team presents a four-course wine-paired dinner inspired by the bounty of the Okanagan, featuring wines from Evolve Sparkling House and Chronos Winery. Enjoy an elegant dining experience set beneath the open sky, surrounded by the beauty of a crisp autumn evening. Your...

    $139
  • Pour Decisions: A Comedy Night at Grizzli Winery

    Grizzli Winery 2550 Boucherie Rd, West Kelowna, British Columbia, Canada

    Join us on Sept 17 from 7:00–8:30 pm for Pour Decisions, an evening of stand-up comedy, wine, and laughter at Grizzli Winery! Enjoy a 90-minute comedy showcase featuring some of the Okanagan’s funniest performers. Hosted by Kelowna favourite Kate Belton, with performances from Bonnie Esson and headliner Jordan Strauss, this night will deliver plenty of...

    $35
  • Tramonto Session with Lachlan Gann @ Red Barn Winery

    Red Barn at Jagged Rock 4305 Black Sage Road, Oliver, BC, Canada

    As the sun sets, the real magic at Red Barn begins. Enjoy our patio with wine by the glass or by bottle. Redefine your sunset and let Jagged Rock be your backdrop.

    Free
  • Golden Hour at Ailm Estate

    Ailm Estate 950 Crawford Road, Kelowna, BC, Canada

    Join us for an evening of wine, food, and connection as the sun sets over Ailm Estate. Explore four curated wine stations, each offering a unique perspective on our wines and the stories behind them. Enjoy seasonal passed canapés crafted to complement the wines and celebrate the flavours of the Okanagan harvest.

    $50
  • Monte Creek Night Market

    Monte Creek Night Market
    Monte Creek Winery Miner's Bluff Road, Monte Creek, Thompson-Nicola, Canada

    Returning for 2026, Monte Creek Winery is thrilled to bring back our Summer Night Market Series—four unforgettable evenings filled with great wine, local flavour, and lively community vibes. Join us from 5:00 PM to 8:00 PM on the following dates: June 19 | July 17 | August 21 | September 18, 2026 Inspired by our...

  • Wine Flights & Autumn Bites – Cellar Door & More

    Cellar Door and More 7857 Tucelnuit Drive, Oliver, BC, Canada

    Celebrate the flavours of fall with delicious seasonal food pairings and thoughtfully selected wines. Sip, savour, and discover how the rich, comforting tastes of autumn come together with the perfect pour. $40 Non-Members | $35 Members. For reservations visit: https://www.exploretock.com/jacksontriggsinniskillin/event/621463/wine-flights-autumn-bites

    $40
  • Ex Nihilo Live Music

    Ex Nihilo Live Music
    Ex Nihilo Vineyards 1525 Camp Road, Lake Country, BC, Canada

    COME FOR THE FLAVOURS, LINGER FOR THE RHYTHM! Join us each Friday evening as we showcase a rotating lineup of talented and beloved local solo artists, setting the perfect tone for an unforgettable dining experience. The music has been thoughtfully curated to complement, not compete with, your evening, creating an atmosphere that is vibrant yet...