Wild West Wine Shuttle – Westside Wine Trail

Westside Wine Trail -Various Wineries Boucherie Rd, West Kelowna, BC, Canada

The Westside Wine Trail is going country this September, launching the Wild West Wine Shuttle to coincide with the Canadian Country Music Awards in Kelowna. Sponsored by the Westside Wine Trail, the shuttle is a first-of-its-kind celebration designed to showcase the region’s vibrant wineries during one of the most exciting weeks of the year. Hop...

$78

boots & bubbles

Tantalus Vineyards 1670 DeHart Rd., Kelowna, Canada

The Canadian Country Music Awards are coming to town — and we’re celebrating, wine country style! Join us Thursday, September 11th for a lively Happy Hour Bash featuring: 5pm to sunset 🎶 Live tunes from Canadian country artist Brayden King 🍹 Signature country cocktails by Luckhurst Distillery 🌭 Eats by the The Wienery Food Truck...

$20

CCMA x CedarCreek Estate Winery Summer Song Series: Blue Ridge Band

CedarCreek Estate Winery 5445 Lakeshore Road, Kelowna, BRITISH COLUMBIA, Canada

Due to overwhelming demand, we’re adding one final date to our Summer Song Series. Join us for an unforgettable evening with Blue Ridge Band, a rising country trio from Lévis, Québec. Known for their electric performances and a high-energy sound inspired by Morgan Wallen and Luke Combs, the band blends English and French lyrics into...

$50

COUNTRY MUSIC MEETS QUAILS’ GATE

Quails' Gate Winery 3303 Boucherie Road, West Kelowna, BC, Canada

Country Music Week is coming to Kelowna and Quails’ Gate is proud to be part of this landmark occasion, with select artists joining us on-site to celebrate the very best in Canadian country music. Join us on the Estate for live country music September 10 – 12. Each artist will take the stage at The...

Free

Grizzli Winery Live Music Nights: James Wilson

Grizzli Winery 2550 Boucherie Road, West Kelowna, BC, Canada

Kickstart your weekend on Friday nights inside our lounge, sipping wine & listening to live music. We provide a weekly rotational musical lineup, ensuring every Happy Hour experience has its unique ambiance. Our musical lineup features local favourites and new arrivals to our Okanagan region. Enjoy happy hour prices on wine, cocktails, beer, and cider....

Free

Guest Chef Series: Drop Naked Chocolate

Sandhill Urban Winery Richter Street, Kelowna, BC, Canada

We’re opening our Guest Chef Series with a little indulgence—and we’re starting with dessert first. Join us for an unforgettable evening as Chef Matan Volach of Drop Naked Chocolate presents a curated selection of handcrafted chocolates, each one a work of edible art. Your ticket includes a glass of wine to with your chocolates.

$10

Halloween Howl at SpearHead Winery

SpearHead Winery 3950 Spiers Road, Kelowna, BC, Canada

Saturday, October 25 | 12:00–3:00PM 📍Free Open House Event We’re throwing a Howl-oween party — and you’re invited! Join us for a heartwarming afternoon with Paws It Forward, a local non-profit that rescues, rehabilitates, and rehomes hundreds of dogs every year from around the world. From 12–3PM, they’ll be onsite with adoptable pups hoping to...

Free

🥂 Yoga, Local Macarons & Wine Pairing at The View Winery

The View Winery #1 - 2287 Ward Road, Kelowna, British Columbia, Canada

Start your day with relaxation and indulgence in the stunning barrel room at The View Winery. This special event combines a rejuvenating yoga session with a delightful macaron and wine pairing experience, featuring locally crafted treats from Karat Chocolate. What’s Included: ✨ Rejuvenating Yoga Session: Begin the morning with a gentle and grounding yoga flow...

$40.00

Christmas in the Country: Sip South East Kelowna Holiday Tasting Event

Sip South East Kelowna BC, Canada

Sip your way through South East Kelowna this holiday season in support of the Kelowna Gospel Mission! On Saturday, November 29, embark on a self-guided tour of 7 unique sip properties in South East Kelowna, and be sure to bring your stockings - we're hosting a sock drive in support of Kelowna's Gospel Mission! Your...

$30