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.
Here’s what’s going on at Observatory Wines:
Live Music & Vendors
Ari Neufeld
Jun 13, 2026
Observatory Wines
1:00 PM – 4:00 PM
Penticton's Ari Neufeld plays the patio as a one-man band: guitar, banjo, stompbox.
Live Music & Vendors
Chayce Kennedy
Jun 14, 2026
Observatory Wines
1:00 PM – 4:00 PM
Penticton pop singer-songwriter Chayce Kennedy on the patio Sunday afternoon.
Tasting Event
Grüner Veltliner Tasting Night
Jun 19, 2026
Observatory Wines
5:00 PM – 9:00 PM
Dive into Grüner Veltliner at Observatory Wines. Your $45 ticket includes a glass of wine and a gourmet Grüner-inspired hotdog from The Wienery food truck. Doors at 5pm, tasting of five wines at 6:30pm on the grass patio, then mingle until 9pm.
Attend Event
Live Music & Vendors
Lisa Dunn & Luke Whittall
Jun 20, 2026
Observatory Wines
1:00 PM – 4:00 PM
Okanagan Falls singer-songwriter Lisa Dunn pairs with BC wine writer and guitarist Luke Whittall for an afternoon set.
Live Music & Vendors
Double A Acoustic
Jun 21, 2026
Observatory Wines
1:00 PM – 4:00 PM
Acoustic afternoon with Double A on the patio.
Live Music & Vendors
Organic Humans Band
Jun 27, 2026
Observatory Wines
1:00 PM – 4:00 PM
The Organic Humans Band roll down from Cawston with their classic rock, R&B and country covers. A danceable Saturday afternoon.
Live Music & Vendors
Roseanarig
Jun 28, 2026
Observatory Wines
1:00 PM – 4:00 PM
Roseanarig back on the patio. Annarose and Paolo running through their wide-ranging covers set.
Live Music & Vendors
Sandra Kunz & Lee Anthony
Jul 04, 2026
Observatory Wines
1:00 PM – 4:00 PM
Sandra Kunz and Lee Anthony bring folk and old-time country to the patio.
Live Music & Vendors
TBD
Jul 05, 2026
Observatory Wines
1:00 PM – 4:00 PM
Live music on the patio with local vendors set up alongside. Artist details coming soon.
Live Music Event
Two Crows for Comfort
Jul 06, 2026
Observatory Wines
6:00 PM – 9:00 PM
Award-winning folk/Americana duo Two Crows for Comfort make their only Okanagan stop of the summer at Observatory Wines. Your $35 ticket includes Dumpling Nachos from the Dumpling in a Box popup. Expect storytelling, laughter, a singalong or two, and a beautiful evening under the vineyard sky.
Attend Event
Live Music & Vendors
Cherry Groove Quartet
Jul 11, 2026
Observatory Wines
1:00 PM – 4:00 PM
Summerland's Cherry Groove Quartet rolls out bossa, samba and jazz ballads on the patio.
Live Music & Vendors
Ari Neufeld
Jul 12, 2026
Observatory Wines
1:00 PM – 4:00 PM
Ari Neufeld back at it. A one-man band on the patio for a Sunday afternoon.
Special Event
Winery Food Truck Night & Special Event
Jul 17, 2026
Observatory Wines
5:00 PM – 9:00 PM
Food truck dinner and live music on the patio, into the evening.
Live Music & Vendors
Yanti & Paul Henbury
Jul 18, 2026
Observatory Wines
1:00 PM – 4:00 PM
Naramata singer-songwriter Yanti joins guitarist Paul Henbury on the patio.
Live Music & Vendors
TBD – Food by Van Doren Chan/Dumplings in a Box
Jul 19, 2026
Observatory Wines
1:00 PM – 4:00 PM
Live music on our deck with dumplings from celebrated Vancouver Sommelier and Dim Sum Chef Van Doren Chan from Dumpling in a Box.
Live Music & Vendors
Chayce Kennedy
Jul 25, 2026
Observatory Wines
1:00 PM – 4:00 PM
Chayce Kennedy returns to the patio with her pop songwriting set.
Live Music & Vendors
Roseanarig
Jul 26, 2026
Observatory Wines
1:00 PM – 4:00 PM
Annarose and Paolo, together Roseanarig, back for a Sunday afternoon on the patio.
Live Music & Vendors
Yanti
Aug 01, 2026
Observatory Wines
1:00 PM – 4:00 PM
Long-weekend Saturday with Naramata's Yanti on the patio.
Live Music & Vendors
Okanagan Sax
Aug 02, 2026
Observatory Wines
1:00 PM – 4:00 PM
Curtis Kieres, better known as Okanagan Sax, brings jazz, blues and Latin sets to the patio.
Live Music & Vendors
The Dynamic Duo
Aug 08, 2026
Observatory Wines
1:00 PM – 4:00 PM
The Dynamic Duo on the patio for a Saturday afternoon. Local vendors on site.
Live Music & Vendors
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
Winery Food Truck Night & Special Event
Aug 14, 2026
Observatory Wines
5:00 PM – 9:00 PM
The August edition. Food truck dinner and live music on the patio.
Live Music & Vendors
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 & Vendors
Double A Acoustic
Aug 16, 2026
Observatory Wines
1:00 PM – 4:00 PM
Join us on the patio for an afternoon of live music and local vendors.
Live Music & Vendors
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 & Vendors
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 & Vendors
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 & Vendors
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.