Live Music & Entertainment

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Happy Hour & Live Music: James Wilson

Sep 12 @ 5:00 pm - 7:00 pm

When Friday comes, the Okanagan relaxes! Start your weekend inside Grizzili’s wine lounge, sipping wine & listening to live music. Join them every Friday from 5 pm to 7 pm for...

Happy Hour & Live Music: James Wilson

Sep 12 @ 5:00 pm - 7:00 pm

CCMA Country Crawl - Quails' Gate Winery

Sep 12 @ 1:00 pm - 3:30 pm

Catch performances from some of Canada’s brightest emerging and established talent while exploring Kelowna’s favourite hotspots and hidden gems; from OK Corral to Frind Estate Winery, Studio on the Water,...

CCMA Country Crawl - Quails' Gate Winery

Sep 12 @ 1:00 pm - 3:30 pm

Live Music: Roger Gabriel Feat. Dos Hooligans

Sep 12 @ 8:00 pm - 11:00 pm

Come for some live music and celebrate Country Music Week. Roger Gabriel featuring Dos Hooligans with special guest Rachel Matkin...

Live Music: Roger Gabriel Feat. Dos Hooligans

Sep 12 @ 8:00 pm - 11:00 pm

Live Music: Jana Seale

Sep 13 @ 4:00 pm - 7:00 pm

Join us for some live music with Jana Seale on the beautiful Frind patio!...

Live Music: Jana Seale

Sep 13 @ 4:00 pm - 7:00 pm

Live Music: iNSTARiO

Sep 13 @ 9:00 pm - 11:00 pm

iNSTARiO is Kelowna’s hottest new classic rock dance band bringing you the best of 70’s, 80’s and 90’s up to and including the latest chart topping hots from today’s best...

Live Music: iNSTARiO

Sep 13 @ 9:00 pm - 11:00 pm

Live Music: Dirt Road Opera

Sep 13 @ 7:00 pm - 11:00 pm

Come for some live music and celebrate Country Music Week. Dirt Road Opera followed by Roger Gabriel featuring Dos Hooligans...

Live Music: Dirt Road Opera

Sep 13 @ 7:00 pm - 11:00 pm

West Kelowna Warriors vs Trail

Sep 13 @ 7:00 pm - 10:00 pm

Check out some BCHL Junior A Hockey action! West Kelowna Warriors host Trail at Royal LePage Place. Puck drops at 7:00 pm....

West Kelowna Warriors vs Trail

Sep 13 @ 7:00 pm - 10:00 pm

Open Mic Night

Sep 16 @ 6:30 pm - 8:30 pm

Join us for an open mic, every Tuesday evening in West Kelowna - hosted by Paolo Rigoni....

Open Mic Night

Sep 16 @ 6:30 pm - 8:30 pm

Live Music: Shalisa

Sep 17 @ 6:00 pm - 8:00 pm

Join us for our smoked wings & live music! 1 lb of our smoked chicken wings, three flavors available (plain, BBQ, & hot) with a side of our pickled veg and...

Live Music: Shalisa

Sep 17 @ 6:00 pm - 8:00 pm

Live Music: Harshmellows

Sep 18 @ 5:00 pm - 7:00 pm

Book your table for West Kelowna's own rock cover band the Harshmellows!! Live music runs from 5pm-7pm each Thursday Booking Information: https://www.offthegridorganicwinery.com/other-events...

Live Music: Harshmellows

Sep 18 @ 5:00 pm - 7:00 pm

Live Music: Windmills

Sep 18 @ 8:00 pm - 10:00 pm

Perhaps the most fitting artist to grace our Broken Hearts Club Speakeasy - We invite you to join us on the emotional roller coaster that is Windmills. However, we won't...

Live Music: Windmills

Sep 18 @ 8:00 pm - 10:00 pm

Happy Hour & Live Music: Aiden Mayes

Sep 19 @ 5:00 pm - 7:00 pm

When Friday comes, the Okanagan relaxes! Start your weekend inside Grizzili’s wine lounge, sipping wine & listening to live music. Join them every Friday from 5 pm to 7 pm for...

Happy Hour & Live Music: Aiden Mayes

Sep 19 @ 5:00 pm - 7:00 pm

Live Music: Tim Hus

Sep 19 @ 9:00 pm - 11:00 pm

Tim Hus has spent the last two decades performing his unique brand of Canadian historical and geographical songs from coast to coast in Canada, USA, and Internationally. Hus spent two...

Live Music: Tim Hus

Sep 19 @ 9:00 pm - 11:00 pm

The Art of Magic & Illusion - Mind Games

Sep 21 @ 8:00 pm - 10:00 pm

Prepare for an intimate journey into the depths of the mind.. This show creates unforgettable moments between audience members as you find yourself immersed in a world of mystery and connection....

The Art of Magic & Illusion - Mind Games

Sep 21 @ 8:00 pm - 10:00 pm

Live Music: Jese Lawrence

Sep 24 @ 6:00 pm - 8:00 pm

Join us for our smoked wings & live music! 1 lb of our smoked chicken wings, three flavors available (plain, BBQ, & hot) with a side of our pickled veg and...

Live Music: Jese Lawrence

Sep 24 @ 6:00 pm - 8:00 pm

Wangdoodle Jazz Nights

Sep 25 @ 8:00 pm - 10:00 pm

Definition = Jazz Night Music in 1920's Style at Crown & Thieves in the Broken Hearts Club. Featuring rotating local Jazz singers and bands like - Michael Esposito II, Roseanarig and...

Wangdoodle Jazz Nights

Sep 25 @ 8:00 pm - 10:00 pm

Dead or Alive: Cabaret Show

Sep 26 @ 8:00 pm - 10:00 pm

Step inside the shadows of the Broken Hearts Club speakeasy and look behind the velvet curtains into the smoke and allure of The Vixens Cabaret. Where the stage is lawless and...

Dead or Alive: Cabaret Show

Sep 26 @ 8:00 pm - 10:00 pm

Happy Hour & Live Music: James Hay

Sep 26 @ 5:00 pm - 7:00 pm

When Friday comes, the Okanagan relaxes! Start your weekend inside Grizzili’s wine lounge, sipping wine & listening to live music. Join them every Friday from 5 pm to 7 pm for...

Happy Hour & Live Music: James Hay

Sep 26 @ 5:00 pm - 7:00 pm

Live Music: Secret & Whisper

Sep 26 @ 9:00 pm - 11:00 pm

Hailing from Kelowna, BC, Secret and Whisper delivers a high-octane blend of post-hardcore intensity and melodic finesse. Known for their acclaimed albums Great White Whale and Teenage Fantasy, the band...

Live Music: Secret & Whisper

Sep 26 @ 9:00 pm - 11:00 pm

Jazz Night with Michael Esposito II

Sep 28 @ 8:00 pm - 10:00 pm

Jazz Night at The Broken Hearts Club - Join international singer Michael Esposito II as he sings through some of the greatest jazz songs ever written. From Frank Sinatra and...

Jazz Night with Michael Esposito II

Sep 28 @ 8:00 pm - 10:00 pm

Live Music: Ross Fairweather

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

Join us for live music featuring Ross Fairweather....

Live Music: Ross Fairweather

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

Jazz Night with Michael Esposito II

Oct 02 @ 8:00 pm - 10:00 pm

Jazz Night at The Broken Hearts Club - Join international singer Michael Esposito II as he sings through some of the greatest jazz songs ever written. From Frank Sinatra and...

Jazz Night with Michael Esposito II

Oct 02 @ 8:00 pm - 10:00 pm

Happy Hour & Live Music: Velvet Ears

Oct 03 @ 5:00 pm - 7:00 pm

When Friday comes, the Okanagan relaxes! Start your weekend inside Grizzili’s wine lounge, sipping wine & listening to live music. Join them every Friday from 5 pm to 7 pm for...

Happy Hour & Live Music: Velvet Ears

Oct 03 @ 5:00 pm - 7:00 pm

Live Music: Coverboy

Oct 03 @ 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

Oct 03 @ 9:00 pm - 11:00 pm

Cinema in the Vineyard - Spooky

Oct 04 @ 7:00 pm - 9:00 pm

Join us for this year's Spooky Cinema Series at Grizzli Winery. We're thrilled to showcase our Halloween theme favourites, featuring family films, new releases, and classics! Get ready for a cinematic...

Cinema in the Vineyard - Spooky

Oct 04 @ 7:00 pm - 9:00 pm

Cinema in the Vineyard - Spooky

Oct 04 @ 7:00 pm - 9:00 pm

Cinema in the Vineyard - Spooky

Oct 04 @ 7:00 pm - 9:00 pm

Whalemade Drag Bingo

Oct 09 @ 7:00 pm - 9:00 pm

West Kelowna! 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, with...

Whalemade Drag Bingo

Oct 09 @ 7:00 pm - 9:00 pm

The Prohibition Party featuring The Anna Jacyszyn Trio

Oct 09 @ 7:00 pm - 9:00 pm

The Anna Jacyszyn Trio will be performing inside the speakeasy Jazz Lounge at Crown & Thieves Winery, 3887 Brown Rd, West Kelowna from 7 – 9 p.m. Creating fresh stylings...

The Prohibition Party featuring The Anna Jacyszyn Trio

Oct 09 @ 7:00 pm - 9:00 pm

Happy Hour & Live Music: Lewis Cardinal

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

When Friday comes, the Okanagan relaxes! Start your weekend inside Grizzili’s wine lounge, sipping wine & listening to live music. Join them every Friday from 5 pm to 7 pm for...

Happy Hour & Live Music: Lewis Cardinal

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

Cinema in the Vineyard - Spooky

Oct 11 @ 7:00 pm - 9:00 pm

Cinema in the Vineyard - Spooky

Oct 11 @ 7:00 pm - 9:00 pm

Happy Hour & Live Music: Poppa Dawg

Oct 17 @ 5:00 pm - 7:00 pm

When Friday comes, the Okanagan relaxes! Start your weekend inside Grizzili’s wine lounge, sipping wine & listening to live music. Join them every Friday from 5 pm to 7 pm for...

Happy Hour & Live Music: Poppa Dawg

Oct 17 @ 5:00 pm - 7:00 pm

Cinema in the Vineyard - Spooky

Oct 18 @ 7:00 pm - 9:00 pm

Cinema in the Vineyard - Spooky

Oct 18 @ 7:00 pm - 9:00 pm

Happy Hour & Live Music: Roseanarig

Oct 24 @ 5:00 pm - 7:00 pm

When Friday comes, the Okanagan relaxes! Start your weekend inside Grizzili’s wine lounge, sipping wine & listening to live music. Join them every Friday from 5 pm to 7 pm for...

Happy Hour & Live Music: Roseanarig

Oct 24 @ 5:00 pm - 7:00 pm

Cinema in the Vineyard - Spooky

Oct 25 @ 7:00 pm - 9:00 pm

Cinema in the Vineyard - Spooky

Oct 25 @ 7:00 pm - 9:00 pm

Happy Hour & Live Music: Monica Tracey

Oct 31 @ 5:00 pm - 7:00 pm

When Friday comes, the Okanagan relaxes! Start your weekend inside Grizzili’s wine lounge, sipping wine & listening to live music. Join them every Friday from 5 pm to 7 pm for...

Happy Hour & Live Music: Monica Tracey

Oct 31 @ 5:00 pm - 7:00 pm

The Prohibition Party featuring The Anna Jacyszyn Trio

Nov 13 @ 7:00 pm - 9:00 pm

The Anna Jacyszyn Trio will be performing inside the speakeasy Jazz Lounge at Crown & Thieves Winery, 3887 Brown Rd, West Kelowna from 7 – 9 p.m. Creating fresh stylings...

The Prohibition Party featuring The Anna Jacyszyn Trio

Nov 13 @ 7:00 pm - 9:00 pm

The Prohibition Party featuring The Anna Jacyszyn Trio

Dec 11 @ 7:00 pm - 9:00 pm

The Anna Jacyszyn Trio will be performing inside the speakeasy Jazz Lounge at Crown & Thieves Winery, 3887 Brown Rd, West Kelowna from 7 – 9 p.m. Creating fresh stylings...

The Prohibition Party featuring The Anna Jacyszyn Trio

Dec 11 @ 7:00 pm - 9:00 pm