Events
April
Jam Sesh! @ Best Cellar Bistro, Books & Tours
Fri • April 17, 2026 • 4:00 PM - 7:00 PM
Event Details
Fireside Fridays - Live Music and Perogies @ Backroads Brewing Co.
Fri • April 17, 2026 • 5:30 PM - 8:00 PM
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Oyster Festival: Sip & Shuck @ Osoyoos Golf Club
Fri • April 17, 2026 • 6:00 PM - 9:00 PM
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Spring Cooking Class Dinners @ Hester Creek Winery
Fri • April 17, 2026 • 6:00 PM - 9:30 PM
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South Okanagan Concert Series: Solidaridad Tango @ Venables Theatre
Fri • April 17, 2026 • 7:30 PM
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Saturday Ride with Regan @ Sessions Outdoor Sports INC.
Sat • April 18, 2026 • 8:00 AM
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Beginners Watercolour Workshop @ Sonora Centre
Sat • April 18, 2026 • 12:30 PM - 3:30 PM
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Manpreet for 30 Under 30 @ Kismet Estate Winery
Sat • April 18, 2026 • 6:00 PM - 10:00 PM
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Oyster Festival: Pearl in the Desert Gala @ Walnut Beach Resort
Sat • April 18, 2026 • 6:00 PM - 9:00 PM
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Spring Harvest Dinner @ Ward's Kitchen at District Wine Village
Sat • April 18, 2026 • 6:00 PM
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Abstract Collage with Tamara Grand @ Tinhorn Creek Winery
Sun • April 19, 2026 • 12:30 PM
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Snowbird Sunday Social @ District Wine Village
Sun • April 19, 2026 • 2:00 PM - 4:00 PM
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Lonely Hearts Club @ Best Cellar Bistro, Books & Tours
Tue • April 21, 2026 • 11:00 AM - 12:00 PM
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Back to our Roots: A VQA Spring Estate Dinner @ Hester Creek Estate Winery
Fri • April 24, 2026 •
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Community Pulse: Vitals Clinic & Info @ Osoyoos Library
Fri • April 24, 2026 • 1:00 PM - 2:00 PM
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Jam Sesh! @ Best Cellar Bistro, Books & Tours
Fri • April 24, 2026 • 4:00 PM - 7:00 PM
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Saturday Ride with Regan @ Sessions Outdoor Sports INC.
Sat • April 25, 2026 • 8:00 AM
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Osoyoos Volunteer Fair @ Osoyoos and District Museum and Archives
Sat • April 25, 2026 • 11:00 AM - 3:00 PM
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Give Bowls a Try Membership Drive @ Osoyoos Lawn Bowling Club
Sat • April 25, 2026 • 12:00 PM - 2:00 PM
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Beginners Watercolour Workshop @ Sonora Centre
Sat • April 25, 2026 • 12:30 PM - 3:30 PM
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Snowbird Sunday Social @ District Wine Village
Sun • April 26, 2026 • 2:00 PM - 4:00 PM
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Lonely Hearts Club @ Best Cellar Bistro, Books & Tours
Tue • April 28, 2026 • 11:00 AM - 12:00 PM
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2026 Gallery Schedule @ The Art Gallery Osoyoos
Wed • April 29, 2026 • 10:00 AM - 3:00 PM
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May
Pig Out Festival: Guest Chef Dinner @ Sweetgrass at Nk'Mip Cellars
Fri • May 1, 2026 •
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Fireside Fridays - Live Music and Perogies @ Backroads Brewing Co.
Fri • May 1, 2026 • 5:30 PM - 8:00 PM
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Vino Al Sole - Undici Release @ Hester Creek Winery
Fri • May 1, 2026 • 5:30 PM - 8:30 PM
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38th Annual Open House @ SORCO Raptor Rehab Centre
Sun • May 3, 2026 • 10:00 AM - 3:00 PM
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Hanging Basket Workshop @ Ward's Kitchen at District Wine Village
Sun • May 3, 2026 • 11:30 AM - 12:30 PM
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Osoyoos Mermaid Wonders @ Osoyoos & District Museum and Achrives
Sun • May 3, 2026 • 12:00 PM - 3:00 PM
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Lonely Hearts Club @ Best Cellar Bistro, Books & Tours
Tue • May 5, 2026 • 11:00 AM - 12:00 PM
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Community Pulse: Vitals Clinic & Info @ Osoyoos Library
Fri • May 8, 2026 • 1:00 PM - 2:00 PM
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Backyard Farm Winemaker Dinner Series @ Phantom Creek Estates
Sat • May 9, 2026 • 6:00 PM
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Eagle Eyes: "The" Tribute to The Eagles @ Venables Theatre
Sat • May 9, 2026 • 7:30 PM
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Mother's Day Brunch @ The Bear, The Fish, The Root & The Berry
Sun • May 10, 2026 • 8:00 AM - 3:00 PM
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Mother's Day Brunch @ Sweetgrass at Nk'Mip Cellars
Sun • May 10, 2026 • 10:30 AM - 3:30 PM
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Lonely Hearts Club @ Best Cellar Bistro, Books & Tours
Tue • May 12, 2026 • 11:00 AM - 12:00 PM
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Lonely Hearts Club @ Best Cellar Bistro, Books & Tours
Tue • May 19, 2026 • 11:00 AM - 12:00 PM
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Winermaker's Dinner @ Backyard Farm Chef's Table
Fri • May 22, 2026 • 6:00 PM - 10:00 PM
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Paint Afternoon @ Best Cellar Bistro, Books and Tours
Sun • May 24, 2026 • 2:00 PM - 4:00 PM
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Live Music in The Plaza @ District Wine Village
Sun • May 24, 2026 • 3:00 PM - 5:00 PM
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Lonely Hearts Club @ Best Cellar Bistro, Books & Tours
Tue • May 26, 2026 • 11:00 AM - 12:00 PM
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2026 Gallery Schedule @ The Art Gallery Osoyoos
Wed • May 27, 2026 • 10:00 AM - 3:00 PM
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Live Music in The Plaza @ District Wine Village
Fri • May 29, 2026 • 3:00 PM - 5:00 PM
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Live Music in The Plaza @ District Wine Village
Sat • May 30, 2026 • 3:00 PM - 5:00 PM
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June
Lonely Hearts Club @ Best Cellar Bistro, Books & Tours
Tue • June 2, 2026 • 11:00 AM - 12:00 PM
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Friday Night Music Trivia @ District Wine Village
Fri • June 5, 2026 • 6:00 PM - 8:00 PM
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Winemaker's Dinner with Chef Ian Stilborn @ River Stone Winery
Sat • June 6, 2026 • 6:00 PM
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Lonely Hearts Club @ Best Cellar Bistro, Books & Tours
Tue • June 9, 2026 • 11:00 AM - 12:00 PM
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Estate Lunches on the Tuscan Patio @ Hester Creek
Thu • June 11, 2026 • 12:30 PM - 2:30 PM
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Friday Night Music Trivia @ District Wine Village
Fri • June 12, 2026 • 6:00 PM - 8:00 PM
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Volcano - The Jimmy Buffet Experience @ Venables Theatre
Fri • June 12, 2026 • 7:30 PM
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Live Music & Food Truck Saturdays @ River Stone Winery
Sat • June 13, 2026 • 11:00 AM - 5:00 PM
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Lonely Hearts Club @ Best Cellar Bistro, Books & Tours
Tue • June 16, 2026 • 11:00 AM - 12:00 PM
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Estate Lunches on the Tuscan Patio @ Hester Creek
Thu • June 18, 2026 • 12:30 PM - 2:30 PM
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Desert Open International Triples Tournament @ Osoyoos Lawn Bowling Club
Fri • June 19, 2026 •
Event Details
Friday Night Music Trivia @ District Wine Village
Fri • June 19, 2026 • 6:00 PM - 8:00 PM
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Desert Open International Triples Tournament @ Osoyoos Lawn Bowling Club
Sat • June 20, 2026 •
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Live Music & Food Truck Saturdays @ River Stone Winery
Sat • June 20, 2026 • 11:00 AM - 5:00 PM
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Desert Open International Triples Tournament @ Osoyoos Lawn Bowling Club
Sun • June 21, 2026 •
Event Details
Osoyoos Mermaid Wonders @ Osoyoos & District Museum and Achrives
Sun • June 21, 2026 • 12:00 PM - 3:00 PM
Event Details
Lonely Hearts Club @ Best Cellar Bistro, Books & Tours
Tue • June 23, 2026 • 11:00 AM - 12:00 PM
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2026 Gallery Schedule @ The Art Gallery Osoyoos
Thu • June 25, 2026 • 10:00 AM - 3:00 PM
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Estate Lunches on the Tuscan Patio @ Hester Creek
Thu • June 25, 2026 • 12:30 PM - 2:30 PM
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Friday Night Music Trivia @ District Wine Village
Fri • June 26, 2026 • 6:00 PM - 8:00 PM
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Live Music & Food Truck Saturdays @ River Stone Winery
Sat • June 27, 2026 • 11:00 AM - 5:00 PM
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Lonely Hearts Club @ Best Cellar Bistro, Books & Tours
Tue • June 30, 2026 • 11:00 AM - 12:00 PM
Event Details
July
Estate Lunches on the Tuscan Patio @ Hester Creek
Thu • July 2, 2026 • 12:30 PM - 2:30 PM
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Friday Night Music Trivia @ District Wine Village
Fri • July 3, 2026 • 6:00 PM - 8:00 PM
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Live Music & Food Truck Saturdays @ River Stone Winery
Sat • July 4, 2026 • 11:00 AM - 5:00 PM
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Backyard Farm Winemaker Dinner Series @ Phantom Creek Estates
Sat • July 4, 2026 • 6:00 PM
Event Details
Lonely Hearts Club @ Best Cellar Bistro, Books & Tours
Tue • July 7, 2026 • 11:00 AM - 12:00 PM
Event Details
Estate Lunches on the Tuscan Patio @ Hester Creek
Thu • July 9, 2026 • 12:30 PM - 2:30 PM
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2026 Sunburst Ladies Amateur @ Osoyoos Golf Club
Fri • July 10, 2026 • 6:00 PM - 9:00 PM
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Friday Night Music Trivia @ District Wine Village
Fri • July 10, 2026 • 6:00 PM - 8:00 PM
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Live Music & Food Truck Saturdays @ River Stone Winery
Sat • July 11, 2026 • 11:00 AM - 5:00 PM
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Lonely Hearts Club @ Best Cellar Bistro, Books & Tours
Tue • July 14, 2026 • 11:00 AM - 12:00 PM
Event Details
Estate Lunches on the Tuscan Patio @ Hester Creek
Thu • July 16, 2026 • 12:30 PM - 2:30 PM
Event Details
Friday Night Music Trivia @ District Wine Village
Fri • July 17, 2026 • 6:00 PM - 8:00 PM
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Live Music & Food Truck Saturdays @ River Stone Winery
Sat • July 18, 2026 • 11:00 AM - 5:00 PM
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Lonely Hearts Club @ Best Cellar Bistro, Books & Tours
Tue • July 21, 2026 • 11:00 AM - 12:00 PM
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Estate Lunches on the Tuscan Patio @ Hester Creek
Thu • July 23, 2026 • 12:30 PM - 2:30 PM
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Eagle Eyes: Tribute to the Eagles @ District Wine Village
Thu • July 23, 2026 • 7:00 PM - 10:00 PM
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Friday Night Music Trivia @ District Wine Village
Fri • July 24, 2026 • 6:00 PM - 8:00 PM
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Live Music & Food Truck Saturdays @ River Stone Winery
Sat • July 25, 2026 • 11:00 AM - 5:00 PM
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Lonely Hearts Club @ Best Cellar Bistro, Books & Tours
Tue • July 28, 2026 • 11:00 AM - 12:00 PM
Event Details
Estate Lunches on the Tuscan Patio @ Hester Creek
Thu • July 30, 2026 • 12:30 PM - 2:30 PM
Event Details
Friday Night Music Trivia @ District Wine Village
Fri • July 31, 2026 • 6:00 PM - 8:00 PM
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August
Saturday Ride with Regan @ Sessions Outdoor Sports INC.
Sat • August 1, 2026 • 8:00 AM
Event Details
Live Music & Food Truck Saturdays @ River Stone Winery
Sat • August 1, 2026 • 11:00 AM - 5:00 PM
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Live Music on the Patio @ Hester Creek Winery
Sat • August 1, 2026 • 1:00 PM - 4:00 PM
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Live Music on the Patio @ Hester Creek Winery
Sun • August 2, 2026 • 1:00 PM - 4:00 PM
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Lonely Hearts Club @ Best Cellar Bistro, Books & Tours
Tue • August 4, 2026 • 11:00 AM - 12:00 PM
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Estate Lunches on the Tuscan Patio @ Hester Creek
Thu • August 6, 2026 • 12:30 PM - 2:30 PM
Event Details
Friday Night Music Trivia @ District Wine Village
Fri • August 7, 2026 • 6:00 PM - 8:00 PM
Event Details
Saturday Ride with Regan @ Sessions Outdoor Sports INC.
Sat • August 8, 2026 • 8:00 AM
Event Details
Live Music & Food Truck Saturdays @ River Stone Winery
Sat • August 8, 2026 • 11:00 AM - 5:00 PM
Event Details
Live Music on the Patio @ Hester Creek Winery
Sat • August 8, 2026 • 1:00 PM - 4:00 PM
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Live Music on the Patio @ Hester Creek Winery
Sun • August 9, 2026 • 1:00 PM - 4:00 PM
Event Details
Lonely Hearts Club @ Best Cellar Bistro, Books & Tours
Tue • August 11, 2026 • 11:00 AM - 12:00 PM
Event Details
Estate Lunches on the Tuscan Patio @ Hester Creek
Thu • August 13, 2026 • 12:30 PM - 2:30 PM
Event Details
Friday Night Music Trivia @ District Wine Village
Fri • August 14, 2026 • 6:00 PM - 8:00 PM
Event Details
Saturday Ride with Regan @ Sessions Outdoor Sports INC.
Sat • August 15, 2026 • 8:00 AM
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Live Music & Food Truck Saturdays @ River Stone Winery
Sat • August 15, 2026 • 11:00 AM - 5:00 PM
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Live Music on the Patio @ Hester Creek Winery
Sat • August 15, 2026 • 1:00 PM - 4:00 PM
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Live Music on the Patio @ Hester Creek Winery
Sun • August 16, 2026 • 1:00 PM - 4:00 PM
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Lonely Hearts Club @ Best Cellar Bistro, Books & Tours
Tue • August 18, 2026 • 11:00 AM - 12:00 PM
Event Details
Estate Lunches on the Tuscan Patio @ Hester Creek
Thu • August 20, 2026 • 12:30 PM - 2:30 PM
Event Details
Friday Night Music Trivia @ District Wine Village
Fri • August 21, 2026 • 6:00 PM - 8:00 PM
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Saturday Ride with Regan @ Sessions Outdoor Sports INC.
Sat • August 22, 2026 • 8:00 AM
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Live Music & Food Truck Saturdays @ River Stone Winery
Sat • August 22, 2026 • 11:00 AM - 5:00 PM
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Live Music on the Patio @ Hester Creek Winery
Sat • August 22, 2026 • 1:00 PM - 4:00 PM
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Live Music on the Patio @ Hester Creek Winery
Sun • August 23, 2026 • 1:00 PM - 4:00 PM
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Lonely Hearts Club @ Best Cellar Bistro, Books & Tours
Tue • August 25, 2026 • 11:00 AM - 12:00 PM
Event Details
Estate Lunches on the Tuscan Patio @ Hester Creek
Thu • August 27, 2026 • 12:30 PM - 2:30 PM
Event Details
Friday Night Music Trivia @ District Wine Village
Fri • August 28, 2026 • 6:00 PM - 8:00 PM
Event Details
Saturday Ride with Regan @ Sessions Outdoor Sports INC.
Sat • August 29, 2026 • 8:00 AM
Event Details
Live Music & Food Truck Saturdays @ River Stone Winery
Sat • August 29, 2026 • 11:00 AM - 5:00 PM
Event Details
Live Music on the Patio @ Hester Creek Winery
Sat • August 29, 2026 • 1:00 PM - 4:00 PM
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Live Music on the Patio @ Hester Creek Winery
Sun • August 30, 2026 • 1:00 PM - 4:00 PM
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September
First Friday Art Walk @ Main Street Osoyoos
Fri • September 4, 2026 • 4:00 PM - 7:00 PM
Event Details
Friday Night Music Trivia @ District Wine Village
Fri • September 4, 2026 • 6:00 PM - 8:00 PM
Event Details
Saturday Ride with Regan @ Sessions Outdoor Sports INC.
Sat • September 5, 2026 • 8:00 AM
Event Details
Live Music & Food Truck Saturdays @ River Stone Winery
Sat • September 5, 2026 • 11:00 AM - 5:00 PM
Event Details
Live Music on the Patio @ Hester Creek Winery
Sat • September 5, 2026 • 1:00 PM - 4:00 PM
Event Details
Live Music on the Patio @ Hester Creek Winery
Sun • September 6, 2026 • 1:00 PM - 4:00 PM
Event Details
2026 Gallery Schedule @ The Art Gallery Osoyoos
Wed • September 9, 2026 • 10:00 AM - 3:00 PM
Event Details
Saturday Ride with Regan @ Sessions Outdoor Sports INC.
Sat • September 12, 2026 • 8:00 AM
Event Details
Live Music & Food Truck Saturdays @ River Stone Winery
Sat • September 12, 2026 • 11:00 AM - 5:00 PM
Event Details
Live Music on the Patio @ Hester Creek Winery
Sat • September 12, 2026 • 1:00 PM - 4:00 PM
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Live Music on the Patio @ Hester Creek Winery
Sun • September 13, 2026 • 1:00 PM - 4:00 PM
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Live Music on the Patio @ Hester Creek Winery
Fri • September 18, 2026 • 1:00 PM - 4:00 PM
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Wine Capital Weekend: Kick-Off Party @ District Wine Village
Fri • September 18, 2026 • 6:00 PM - 11:00 PM
Event Details
Saturday Ride with Regan @ Sessions Outdoor Sports INC.
Sat • September 19, 2026 • 8:00 AM
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Wine Capital Weekend: Cask & Keg @ Oliver Community Park
Sat • September 19, 2026 • 12:00 PM - 5:00 PM
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Live Music on the Patio @ Hester Creek Winery
Sat • September 19, 2026 • 1:00 PM - 4:00 PM
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Wine Capital Weekend: Festival of the Grape @ Oliver Community Park
Sun • September 20, 2026 • 12:00 PM - 5:00 PM
Event Details
Live Music on the Patio @ Hester Creek Winery
Sun • September 20, 2026 • 1:00 PM - 4:00 PM
Event Details
Saturday Ride with Regan @ Sessions Outdoor Sports INC.
Sat • September 26, 2026 • 8:00 AM
Event Details
Live Music on the Patio @ Hester Creek Winery
Sat • September 26, 2026 • 1:00 PM - 4:00 PM
Event Details
Live Music on the Patio @ Hester Creek Winery
Sun • September 27, 2026 • 1:00 PM - 4:00 PM
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October
Rumours: Ultimate Fleetwood Mac Tribute @ Venables Theatre
Thu • October 1, 2026 • 7:30 PM
Event Details
Live Music on the Patio @ Hester Creek Winery
Sat • October 3, 2026 • 1:00 PM - 4:00 PM
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Live Music on the Patio @ Hester Creek Winery
Sun • October 4, 2026 • 1:00 PM - 4:00 PM
Event Details
2026 Gallery Schedule @ The Art Gallery Osoyoos
Wed • October 7, 2026 • 10:00 AM - 3:00 PM
Event Details
Live Music on the Patio @ Hester Creek Winery
Sat • October 10, 2026 • 1:00 PM - 4:00 PM
Event Details
Backyard Farm Winemaker Dinner Series @ Phantom Creek Estates
Fri • October 30, 2026 • 6:00 PM
Event Details
November
2026 Gallery Schedule @ The Art Gallery Osoyoos
Thu • November 5, 2026 • 10:00 AM - 3:00 PM
Event Details
December
Backyard Farm Winemaker Dinner Series @ Phantom Creek Estates
Sat • December 12, 2026 • 6:00 PM
Event Details