Live Music & Entertainment

Live Music at The Market: Samantha Lee

Aug 26 @ 3:00 pm - 6:00 pm

Experience the ease of summer with complimentary live music at The Market, offered each Wednesday throughout July and August. Bring the whole family and settle in with a wood-fired pizza...

Live Music at The Market: Samantha Lee

Aug 26 @ 3:00 pm - 6:00 pm

Live Music: Jeff Piattelli

Aug 26 @ 4:00 pm - 7:00 pm

Spend your summer days lakeside with wine, wood-fired pizza, and live music at Frind Estate Winery. Take in the lake views and enjoy performances from talented local artists. Live music is...

Live Music: Jeff Piattelli

Aug 26 @ 4:00 pm - 7:00 pm

Wings & Live Music: Shalisa

Aug 26 @ 6:00 pm - 8:00 pm

Join The Hatching Post for their smoked wings & live music! 1 lb of their smoked chicken wings, three flavors available (plain, BBQ, & hot) with a side of their pickled...

Wings & Live Music: Shalisa

Aug 26 @ 6:00 pm - 8:00 pm

Live Music Thursdays: Giselle Sanderson

Aug 27 @ 5:00 pm - 7:00 pm

Giselle Sanderson is a Canadian singer/songwriter. Giselle's career has spanned over two decades, taking her from budding solo artist to member of JUNO and CCMA nominated country trio LACE. Live music runs...

Live Music Thursdays: Giselle Sanderson

Aug 27 @ 5:00 pm - 7:00 pm

Prohibition Party: Anna Jacyszyn Trio

Aug 27 @ 7:00 pm - 9:00 pm

"Prohibition Party" 2026: Anna Jacyszyn Trio After five years of monthly, sold-out Thursday nights, the Anna Jacyszyn Trio is dialing up the energy and exclusivity for 2026 at the legendary Crown...

Prohibition Party: Anna Jacyszyn Trio

Aug 27 @ 7:00 pm - 9:00 pm

Live Music: Coverboy

Aug 28 @ 9:00 pm - 11:00 pm

What happens when the Proper Man lads have one too many drinks together with there old friend Calvin? Well.. Obviously they decide to create a new project to bring to...

Live Music: Coverboy

Aug 28 @ 9:00 pm - 11:00 pm

Music in the Park - Arrival & Dreams

Aug 28 @ 6:30 pm - 9:00 pm

Music in the Park is a free, family-friendly concert series held on Friday evenings throughout the summer in West Kelowna. This community event series celebrates local talent, family-friendly fun, and the...

Music in the Park - Arrival & Dreams

Aug 28 @ 6:30 pm - 9:00 pm

DJ Lux

Aug 28 @ 5:00 pm - 8:00 pm

DJ Lux is spinning every second Friday at Truck 59! Kick off your evening with DJ Lux spinning the perfect soundtrack for sunny sips and warm nights. Settle in, grab a...

DJ Lux

Aug 28 @ 5:00 pm - 8:00 pm

Golden Hour: Music in the Vineyard - Alex Maher

Aug 29 @ 7:00 pm - 9:00 pm

Join Grizzli Winery for their highly anticipated Golden Hour Series: Music in the Vineyard! Outdoor concert under the stars alongside the vineyards. Each advance ticket is just $10 and includes admission...

Golden Hour: Music in the Vineyard - Alex Maher

Aug 29 @ 7:00 pm - 9:00 pm

Live Music: Baiden Holland

Aug 29 @ 4:00 pm - 7:00 pm

Spend your summer days lakeside with wine, wood-fired pizza, and live music at Frind Estate Winery. Take in the lake views and enjoy performances from talented local artists. Live music is...

Live Music: Baiden Holland

Aug 29 @ 4:00 pm - 7:00 pm

Live Music: Aidan Mayes

Aug 30 @ 4:00 pm - 7:00 pm

Spend your summer days lakeside with wine, wood-fired pizza, and live music at Frind Estate Winery. Take in the lake views and enjoy performances from talented local artists. Live music is...

Live Music: Aidan Mayes

Aug 30 @ 4:00 pm - 7:00 pm

Sunday Morning Yoga @ Off the Grid

Aug 30 @ 10:00 am - 11:00 am

Weather permitting, join us in the Vineyard with a panoramic view of Okanagan Lake. This yoga class is good for all levels of experience - Class runs every Sunday Morning...

Sunday Morning Yoga @ Off the Grid

Aug 30 @ 10:00 am - 11:00 am

Live Music: Lewis Cardinal

Sep 02 @ 4:00 pm - 7:00 pm

Spend your summer days lakeside with wine, wood-fired pizza, and live music at Frind Estate Winery. Take in the lake views and enjoy performances from talented local artists. Live music is...

Live Music: Lewis Cardinal

Sep 02 @ 4:00 pm - 7:00 pm

Live Music Fridays: Anna Jacyszyn & Long Moger

Sep 04 @ 4:00 pm - 6:00 pm

Join 31 Charkay for Live Music Fridays, featuring complimentary live music from 4:00–6:00 pm in a relaxed restaurant setting. Each week brings a rotating lineup of local artists across a variety...

Live Music Fridays: Anna Jacyszyn & Long Moger

Sep 04 @ 4:00 pm - 6:00 pm

Live Music: Roseanarig

Sep 05 @ 4:00 pm - 7:00 pm

Spend your summer days lakeside with wine, wood-fired pizza, and live music at Frind Estate Winery. Take in the lake views and enjoy performances from talented local artists. Live music is...

Live Music: Roseanarig

Sep 05 @ 4:00 pm - 7:00 pm

Live Music: Jeff Piattelli

Sep 06 @ 4:00 pm - 7:00 pm

Spend your summer days lakeside with wine, wood-fired pizza, and live music at Frind Estate Winery. Take in the lake views and enjoy performances from talented local artists. Live music is...

Live Music: Jeff Piattelli

Sep 06 @ 4:00 pm - 7:00 pm

Gonzales Latin Show

Sep 08 @ 6:30 pm - 8:30 pm

Let Brenda serenade you with songs in English and Spanish! Some of her favourite artists she covers are Natalia La Fourcade, Mon La Ferte, Sonora Dinamita, Dua Lipa, Gloria Estefan,...

Gonzales Latin Show

Sep 08 @ 6:30 pm - 8:30 pm

Live Music: Joshua Smith

Sep 09 @ 4:00 pm - 7:00 pm

Spend your summer days lakeside with wine, wood-fired pizza, and live music at Frind Estate Winery. Take in the lake views and enjoy performances from talented local artists. Live music is...

Live Music: Joshua Smith

Sep 09 @ 4:00 pm - 7:00 pm

Whalemade Drag Bingo

Sep 10 @ 7:00 pm - 9:00 pm

Come out for our extremely popular Drag Bingo night at Lakesider Brewing Co.! Join us for a combination of traditional bingo and music bingo! Free to play. And then bring...

Whalemade Drag Bingo

Sep 10 @ 7:00 pm - 9:00 pm

Live Music Thursdays: Bush Party Duo

Sep 10 @ 5:00 pm - 7:00 pm

Bush Party is a 90's hard rock cover duo from Kelowna BC. These are well know in the local community and a favorite of our winemaker. Live music runs from 5...

Live Music Thursdays: Bush Party Duo

Sep 10 @ 5:00 pm - 7:00 pm

Comedy Night: Pour Decisions

Sep 17 @ 7:00 pm - 9:00 pm

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...

Comedy Night: Pour Decisions

Sep 17 @ 7:00 pm - 9:00 pm

Perogy Party

Sep 20 @ 12:00 pm - 4:00 pm

We’ve teamed up with the perogy wizards at Flavor Faves to bring you flights of hand-pinched perogies paired with flights of small batch wine. All the flavour, all the fixins’,...

Perogy Party

Sep 20 @ 12:00 pm - 4:00 pm

Whalemade Drag Bingo

Oct 08 @ 7:00 pm - 9:00 pm

Come out for our extremely popular Drag Bingo night at Lakesider Brewing Co.! Join us for a combination of traditional bingo and music bingo! Free to play. And then bring...

Whalemade Drag Bingo

Oct 08 @ 7:00 pm - 9:00 pm

Whalemade Drag Bingo

Nov 12 @ 7:00 pm - 9:00 pm

Come out for our extremely popular Drag Bingo night at Lakesider Brewing Co.! Join us for a combination of traditional bingo and music bingo! Free to play. And then bring...

Whalemade Drag Bingo

Nov 12 @ 7:00 pm - 9:00 pm

Whalemade Drag Bingo

Dec 10 @ 7:00 pm - 9:00 pm

Come out for our extremely popular Drag Bingo night at Lakesider Brewing Co.! Join us for a combination of traditional bingo and music bingo! Free to play. And then bring...

Whalemade Drag Bingo

Dec 10 @ 7:00 pm - 9:00 pm