Live Music & Entertainment

View all events Calendar View Submit an Event

Live Music: Jenny Farrell

Apr 26 @ 4:00 pm - 6:00 pm

Mark your calendars for an evening of music and wine as we welcome the talented Irish singer, songwriter, and guitarist, Jenny Farrell, to our beautiful vineyard! Indulge your senses in the...

Live Music: Jenny Farrell

Apr 26 @ 4:00 pm - 6:00 pm

The Art of Magic & Illusion

Apr 26 @ 7:00 pm - 10:00 pm

Join us for an evening of magic and mystery in the Broken Hearts Club Speakeasy with our resident magician Ryan Lackey. Ryan’s blend of astonishing mentalism, comedy and unbelievable illusions...

The Art of Magic & Illusion

Apr 26 @ 7:00 pm - 10:00 pm

Happy Hour @ Grizzli: Jeremy Messenger

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

When Friday comes, the Okanagan relaxes! Join your friends for Happy Hour in the wine lounge. Featuring rotating local musicians, beverage specials, appetizers and vineyard views. Walk-ins welcome or reserve your...

Happy Hour @ Grizzli: Jeremy Messenger

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

Live Music: Cover Boy

Apr 27 @ 8:00 pm - 11:30 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: Cover Boy

Apr 27 @ 8:00 pm - 11:30 pm

Comedy Night: Dan Duvall

Apr 28 @ 7:00 pm - 10:00 pm

Dan Duvall is a PNW based comedian who has performed across Canada, the US and Europe including at Just For Laughs Vancouver, CBC’s LOL, Rifflandia Festival and more! He is...

Comedy Night: Dan Duvall

Apr 28 @ 7:00 pm - 10:00 pm

Trivia Night @ Kelly O'Bryan's

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

Tremendous Trivia is pleased to present an evening of fun, challenging, and always entertaining trivia games at Kelly O'Bryan's West Kelowna! Included are general knowledge questions for all ages and abilities,...

Trivia Night @ Kelly O'Bryan's

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

Trivia Night @ Kelly O'Bryan's

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

Trivia Night @ Kelly O'Bryan's

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

Happy Hour @ Grizzli: Rick 'Poppa Dawg' Halisheff

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

Happy Hour @ Grizzli: Rick 'Poppa Dawg' Halisheff

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

Femme Fatale

May 03 @ 7:00 pm - 10:00 pm

Femme Fatale is Kelowna's longest-standing burlesque and dance group, celebrating their 10th anniversary this year they cannot wait to perform for you in the speakeasy at Crown and Thieves. Be...

Femme Fatale

May 03 @ 7:00 pm - 10:00 pm

Live Music: Roseanarig

May 09 @ 7:00 pm - 10:00 pm

Doors will open at 7, with curtains at 8pm. As always - wine, cocktails, beer & more are available for purchase. Seating for events in the speakeasy is preassigned, not first...

Live Music: Roseanarig

May 09 @ 7:00 pm - 10:00 pm

Trivia Night @ Kelly O'Bryan's

May 09 @ 8:00 pm - 10:00 pm

Trivia Night @ Kelly O'Bryan's

May 09 @ 8:00 pm - 10:00 pm

Happy Hour @ Grizzli: Conroy Ross

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

Happy Hour @ Grizzli: Conroy Ross

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

Prohibited - A Freida Whales Drag Show

May 11 @ 7:00 pm - 10:00 pm

Join the pod for an illustrious drag show at The Broken Hearts Club Speakeasy. We invite you to an intimate evening and a fabulous show - come support the fight...

Prohibited - A Freida Whales Drag Show

May 11 @ 7:00 pm - 10:00 pm

Trivia Night @ Kelly O'Bryan's

May 16 @ 8:00 pm - 10:00 pm

Trivia Night @ Kelly O'Bryan's

May 16 @ 8:00 pm - 10:00 pm

Happy Hour @ Grizzli: James Hay

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

Happy Hour @ Grizzli: James Hay

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

Trivia Night @ Kelly O'Bryan's

May 23 @ 8:00 pm - 10:00 pm

Trivia Night @ Kelly O'Bryan's

May 23 @ 8:00 pm - 10:00 pm

Happy Hour @ Grizzli: Anna Jacyszyn & Loni Moger

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

Happy Hour @ Grizzli: Anna Jacyszyn & Loni Moger

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

Trivia Night @ Kelly O'Bryan's

May 30 @ 8:00 pm - 10:00 pm

Trivia Night @ Kelly O'Bryan's

May 30 @ 8:00 pm - 10:00 pm

Live Music: Roseanarig

Jun 06 @ 7:00 pm - 10:00 pm

Doors will open at 7, with curtains at 8pm. As always - wine, cocktails, beer & more are available for purchase. Seating for events in the speakeasy is preassigned, not first...

Live Music: Roseanarig

Jun 06 @ 7:00 pm - 10:00 pm

The Prohibition Party featuring The Anna Jacyszyn Trio

Jun 13 @ 7:00 pm - 10:00 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

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

Live Music: Roseanarig

Jul 04 @ 7:00 pm - 10:00 pm

Doors will open at 7, with curtains at 8pm. As always - wine, cocktails, beer & more are available for purchase. Seating for events in the speakeasy is preassigned, not first...

Live Music: Roseanarig

Jul 04 @ 7:00 pm - 10:00 pm

The Prohibition Party featuring The Anna Jacyszyn Trio

Jul 05 @ 7:00 pm - 10:00 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

Jul 05 @ 7:00 pm - 10:00 pm