Events
Explore what’s happening at Observatory Wines
Observatory Wines brings together an incredible landscape, art, and a slower rhythm of life, to create a natural setting for events rooted in connection. Plus, we love to throw a good party.
All our Saturday & Sunday afternoon live music sessions are free or "pay what you can," our way of supporting local musicians. Ticketed concerts and special events are noted individually below.
Here’s what’s going on at Observatory Wines:
Special Event
Summerland's Princess Picnic
Aug 08, 2026
Observatory Wines
9:30 AM – 11:00 AM
Because our first Princess Picnic sold out, Kelowna Princess Parties are back to turn more moments into magic! Join us for a magical morning where fairy tales step off the page and into real life — meet beloved princesses, sing along to your favourite songs, dance, listen to enchanting stories and create unforgettable memories. Grab your picnic basket and blanket, come dressed in your royal best, and enjoy the beautiful view and atmosphere at Observatory Wines. Snacks and slushies are available for purchase. All children must be accompanied by a parent or guardian, and every attendee requires their own ticket — a free ticket option is available for infants under 12 months attending with a paying adult.
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Live Music
The Dynamic Duo
Aug 08, 2026
Observatory Wines
1:00 PM – 4:00 PM
The Dynamic Duo on the patio for a Saturday afternoon.
Live Music
Rick Pearce
Aug 09, 2026
Observatory Wines
1:00 PM – 4:00 PM
Rick Pearce closes out the weekend with a Sunday afternoon set on the patio.
Special Event
Vocal Vixens
Aug 14, 2026
Observatory Wines
6:00 PM – 8:00 PM
Step into an evening where vintage glamour meets Summerland's wine country. Corks and Cabaret will be a night to remember with feathered fan routines, high kicks and high stakes choreography, group singing and comedy that will have you laughing out of your seat. Featuring powerhouse vocals from singers such as Annarose and many more. Listen to the nostalgic Doo Wop sound and the broadway favorites with The Vocal Vixens, this is the perfect date night or evening out with friends. Dress up, sip up, sing along, and celebrate a night of Cabaret entertainment! $45 includes a glass of wine, a gourmet hot dog from The Wienery and the show. Tickets are limited so get them before they're gone! Doors open at 5pm.
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Live Music
Ari Neufeld
Aug 15, 2026
Observatory Wines
1:00 PM – 4:00 PM
Ari Neufeld returns to the patio with his one-man-band setup: guitar, banjo, stompbox.
Live Music
Double A Acoustic
Aug 16, 2026
Observatory Wines
1:00 PM – 4:00 PM
Join us on the patio for an afternoon with Double A Acoustic.
Live Music
Sandra Kunz & Lee Anthony
Aug 22, 2026
Observatory Wines
1:00 PM – 4:00 PM
Folk and old-time country on the patio with Sandra Kunz and Lee Anthony.
Live Music
Organic Humans Band
Aug 23, 2026
Observatory Wines
1:00 PM – 4:00 PM
The Organic Humans Band back from Cawston. Classic rock and country covers on the patio, danceable as ever.
Live Music
Chayce Kennedy
Aug 29, 2026
Observatory Wines
1:00 PM – 4:00 PM
Penticton's Chayce Kennedy closes out August on the patio.
Live Music
Roseanarig
Aug 30, 2026
Observatory Wines
1:00 PM – 4:00 PM
Last Sunday of August. Roseanarig on the patio for an afternoon set.
Special Event
Wine Club Pick-Up Party – Ostella Band
Sep 04, 2026
Observatory Wines
4:00 PM – 7:00 PM
Wine Club, this one's for you. Pick up your release with live music from Ostella Band on the patio.
Live Music Event
Lewis Cardinal
Sep 18, 2026
Observatory Wines
6:00 PM – 8:00 PM
Lewis Cardinal live at Observatory Wines. Doors at 5:00 PM, show 6:00–8:00 PM. Your $45 ticket includes a glass of wine and food from Jack ManMan's Japanese Yakisoba food truck, with your choice of chicken, bacon or tofu. More info to come.
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