Social Coffee
2025-09-16 08:00 - 17:00 UTC | Oliver Senior Centre, 5876 Airport Street British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Join in the fun all September long at Oliver Senior Centre

Games Day & Co-Ed Fitness
2025-09-16 08:00 - 17:00 | Oliver Senior Centre, 5876 Airport Street British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Join in the fun all September long at Olivers Senior Centre

Miradoro & Stoneboat Present - September Oysters until Sold Out!
2025-09-16 11:30 - 21:00, 2025-09-17 11:30 - 21:00, 2025-09-18 11:30 - 21:00, 2025-09-19 11:30 - 21:00, 2025-09-20 11:30 - 21:00, 2025-09-21 11:30 - 21:00 | Miradoro Restaurant, 537 Tinhorn Creek Rd. British Columbia Oliver V0H 1T1 Canada, Oliver, British Columbia, V0H 1T1, Canada
$3.25 oysters

Daily, any amount, until sold out!

Ladies Keep Fit | Olivers Senior Centre
2025-09-17 08:00 - 17:00 | Oliver Senior Centre, 5876 Airport Street British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada

Crib & Band Jam
2025-09-17 13:00 | Oliver Senior Centre, 5876 Airport Street British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Join in the fun all September Long at Oliver’s Senior Centre

Line Dancing
2025-09-18 09:30 | Oliver Senior Centre, 5876 Airport Street British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada

District Wine Village - Thursday Only Passport
2025-09-18 11:00 - 18:00 | District Wine Village, 100 Enterprise Way British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Thursday Event Day | Wine Tasting Passport

Available to be used and redeemed on Thursday’s

Purchase your Village passport for $10 which includes 10 – vouchers that can be redeemed at any of the wineries in the Village.Passports can be purchased online/in person and picked up at Apricus Cellars.Passports can also be purchased in person at Gneiss Wines.

1 voucher =

1 oz taste of wine from any winery in the Village
1 flight glass of beer from the brewery (neighbourhood brewing only)
1 oz taste of drink taster on tap at Yellow Dog Spirits

Must be redeemed in the 2025 season and only redeemable on Thursday’s

Bridge & Co-Ed Fitness
2025-09-18 13:00 | Oliver Senior Centre, 5876 Airport Street British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada

Live Music at Nostalgia's Sunset Lounge
2025-09-18 17:00 - 19:00 | Nostalgia Wines, 4900 Black Sage Road British Columbia Oliver V0H 1T1 Canada, Oliver, British Columbia, V0H 1T1, Canada
Sip wine by the glass or bottle, wine slushies, cocktails and Firehall Brewery beer while enjoying the breathtaking views from our Sunset Lounge.

July 10 – This Evening we feature Stephen Toon.Food Truck: Krusty Joe Pizza.

July 17 – This Evening we feature Ezra Toon. Food Truck: Pit Stop Smokery.

July 24 – This Evening we feature Rebel Luv. Food Truck: Krusty Joe Pizza.

July 31 – This Evening we feature Lisa Toon Food Truck: Pit Stop Smokery.

August 7 This Evening we feature Dominique Bernath Food Truck: Krusty Joe Pizza.

August 14 This Evening we feature Lewis Cardinal. Food Truck: Le Bazar.

August 21 This Evening we feature Rebel Luv. Food Truck: Krusty Joe Pizza.

August 28 This Evening we feature Olivia Goncalves. Food Truck: Krusty Joe Pizza.

September 4 This Evening we feature Stephen Toon. Food Truck: Krusty Joe Pizza.

September 18 This Evening we feature Michael Stanley Edward. Food Truck: Krusty Joe Pizza.

Ladies Keep Fit | Oliver's Senior Centre
2025-09-19 08:30 | Oliver Senior Centre, 5876 Airport Street British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada

Wine Capital Weekend
2025-09-19 12:00, 2025-09-20 12:00, 2025-09-21 12:00 | Oliver Community Park, 6359 Park Drive British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Mark your calendars for September 19-21st, 2025, as Wine Capital Weekend returns to Oliver, BC! Once again the ultimate destination for wine and craft beverage enthusiasts and festival-goers alike.

The Oliver Tourism Association, along with a dedicated committee and a team of volunteers, is proud to bring back our most celebrated festival here in Canada’s Wine Capital and the South Okanagan.

Attracting an estimated 4,500 attendees annually, this family-friendly one-day festival offers something for everyone!

Friday, September 19th: The 4th Annual Kick-off Party at District Wine Village sets the stage for an unforgettable weekend. Enjoy live music, sample local wines, beers, and cocktails, and indulge in gourmet delights from Wards Wine Country Kitchen. Live Music headliner, GLASS TIGER!!

Saturday, September 20th: The 9th Annual Cask & Keg Festival showcases local craft beer, cider, and spirits. Explore tastings from over 20 craft beverage vendors, savour local food truck offerings, dance the day away to live music and take in the entertaining challenge of the Beer Olympics.

Sunday, September 21st: The highlight of the weekend, the 26th Annual Festival of the Grape, commemorates a quarter-century of excellence. Exclusive wine tastings from 40+ local wineries, live music, delectable food trucks, an exclusive VIP area, and the iconic Grape Stomp Competition make this year’s festival an absolute must-attend event.

Oliver Creates - A Collaborative Art Show & Sale
2025-09-19 12:00 - 2025-09-21 17:00 | Eastlink Curling Centre, 735 McKinney Road, Oliver, BC, V0H 1T3, Canada

Bingo
2025-09-19 13:00 | Oliver Senior Centre, 5876 Airport Street British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada

Oliver Ambassador Program Presents - Personal Presentation Night at Venables
2025-09-19 19:00 - 21:00 | Venables Theatre, Oliver, British Columbia, V0H 1T0, Canada
Tonight the candidate’s stage performances and table presentations are shared displaying many varied interests and passions. After intermission, Ambassadors and Candidates present the Frugal fashion show, modeling their thrifty outfits found at local shops. We welcome visiting ambassadors to our community both tonight and tomorrow.

4th Annual Kick-Off Party | Wine Capital Weekend
2025-09-19 20:00 - 23:00 | District Wine Village, 100 Enterprise Way British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Kick off Wine Capital Weekend with a spectacular evening of music, food, and drinks at the 4th Annual Kick-Off Party at District Wine Village!

Get ready to dance the night away under the stars in the stunning District Wine Village, Canada’s first true wine village. Enjoy live performances in the Center Plaza by three incredible bands.

Sip and savour the best of the Okanagan as you enjoy the local beverage producers of the District Wine Village and indulge in a curated selection of artisan wines, spirits, and craft beers. Treat your taste buds to the delectable offerings from Ward’s Wine Country Kitchen, featuring gourmet dishes perfectly paired with your favourite drinks.

Immerse yourself in the festive atmosphere, celebrate the harvest season, and create unforgettable memories with friends old and new. This is a night you won’t want to miss—an enchanting evening under the festive lights and the beautiful Okanagan night sky.

Limited Number Of Tickets Available!General admission tickets will be limited to 400 tickets. Only 400 VIP Patio seats available, so be sure to get your tickets quickly!

Music On The Patio @ Hester Creek Winery
2025-09-20 08:00 - 17:00, 2025-09-21 08:00 - 17:00 | Hester Creek Estate Winery, 877 Road 8 · Box 1605 British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Join Hester Creek every weekend from May to October for live on the patio. Celebrate the incredible talent coming out of the Okanagan Valley and British Columbia. These experiences are complimentary with first come, first served seating. They take place on Saturdays and Sundays from 1:00 to 4:00 with charcuterie options available.

Osoyoos Farmers Market @ Town Square on Main Street
2025-09-20 09:00 - 13:00 | Osoyoos Town Square, 8701 BC-3, Osoyoos, V0H1V7, Canada
The Osoyoos Farmers’ Market began in 2006.

All products sold by our vendors are made local and grown local, so you can buy local. This includes a variety of artisan crafts, local fruits and vegetables, baked goods, and wine, cider, beer, and spirits.

The market runs from May through to early October, at Town Hall Square, Main Street Osoyoos, 9 am – 1 pm, rain or shine.

Every week at our Saturday market we feature live music from local or visiting musicians.

The Osoyoos Farmers’ Market is a member of the BC Association of Farmers’ Markets.

Live Band
2025-09-20 10:00 | Oliver Senior Centre, 5876 Airport Street British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada

Cask & Keg Festival
2025-09-20 12:00 - 17:00 | Oliver Community Park, 6359 Park Drive British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Drink, Eat & Rock Out to Live Music!

Join us for an unforgettable day of craft beverages, delicious food, and live music at the 9th Annual Cask & Keg Festival! Indulge in the creative and innovative flavours from a host of regional breweries, cideries, and distilleries dedicated to hand-crafting their unique drinks. Wander through the grounds with a drink in hand, savour mouth-watering bites from a variety of food trucks, and discover new musical talents that will keep you rocking all afternoon.

Beer Olympics!

Bring your funniest and most creative friends for a day of camaraderie and competition. Participate in the thrilling Beer Olympics! Form a team of four and showcase your skills in a series of exciting beer-related challenges. With 15-20 teams competing, the competition will be fierce, fun, and spread throughout the day to keep the excitement going.

Steinholding Showdown

Introducing our brand-new individual competition—a traditional steinholding endurance test that will push your strength and willpower to the limit. Hold a full 1-litre beer stein at arm’s length, parallel to the ground, for as long as you can. Average holding time is 2-4 minutes, where the world record is over 21 minutes!

Highlights:

Craft Beverages: Sample the best from local breweries, cideries, and distilleries.
Gourmet Food Trucks: Treat yourself to a variety of delicious options.
Live Music: Enjoy performances from talented musicians throughout the day.
Beer Olympics: Compete in a fun and exciting relay of beer challenges.

Don’t miss out on this epic celebration of craft beverages and community spirit! Get your tickets now and be part of the ultimate Cask & Keg experience.

Join us for a day of drinking, eating, and rocking out at the Cask & Keg Festival!

Country Crush Festival
2025-09-20 12:00 - 17:00 | Nostalgia Wines, 4900 Black Sage Road British Columbia Oliver V0H 1T1 Canada, Oliver, British Columbia, V0H 1T1, Canada
Kick Up Your Boots at Nostalgia Wines’ 8th Annual Country Crush Festival!

It’s time to turn up the twang and let the good times roll! Join us at Nostalgia Wines on Saturday, September 20th for the 8th Annual Country Crush Festival — an afternoon of toe-tappin’ country music, boot-scootin’ dancin’, hearty eats, and plenty of wine country cheer.

Live Country Performances

Get ready for an unforgettable afternoon of music under the South Okanagan sun with live shows from:

Justine Lynn – Justine delivers an exhilarating and fiercely country-infused sound, a soulful singer-songwriter hailing from Vancouver, BC, seamlessly weaving soul, blues, traditional South African artistry, and old-school country into her music.

Brooklyn Rae Music – a rising star, blending heartfelt lyrics with infectious melodies, Brooklyn explores universal themes of love, heartbreak and self-discovery, creating relatable songs that deeply resonate with her audience.

Dancin’ & Family Fun

Line Dance Lessons: Kick up your heels and learn a few moves with Leah from Rise Dance Academy.

Food, Drinks & Festival Flair

Wine Tastings & Slushies: Sip on Nostalgia’s favourites or cool down with a frosty slushie.

Cocktails & Firehall Brewery Beer: Raise a glass to good music and good company.

Festival Food: Dig into delicious eats from the Law of Attraction Creations Inc. Food Truck — perfect fuel for a full day of country fun.

Contests & Festival Fun

Stomp Competition: Teams of two go head-to-head for braggin’ rights (and Prizes)! ($25 entry, $5 goes to the Rotary Club of Oliver). Register early to save your spot.

“Lucy Gone Country” Costume Contest: Dust off your boots, tip your hat, and bring your best country style with a playful twist of Lucille Ball.

Lil’ Stompers Competition: The little cowboys and cowgirls get their chance in a free stompin’ showdown. Pre-register by phone, email, or in person.

Prizes & Draws: Take a chance at the 50/50, the famous Turkey Draw, and more.

Vendor Market: Wander through local artisan booths full of unique finds and country charm.

When: 12 PM – 5 PM (Winery open 10 AM – 7 PM)

Where: Nostalgia Wines, 4900 Black Sage Road, Oliver, BC

Admission: By donation to the Rotary Club of Oliver So grab your cowboy hat, round up your festival crew, and join us for a day of live country music, dancing, wine, and down-home fun at Nostalgia Wines’ Country Crush Festival.

Festival of the Grape
2025-09-21 12:00 - 17:00 | Oliver Community Park, 6359 Park Drive British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Join us for the 2025 Festival of the Grape, the cornerstone event of Oliver’s Wine Capital Weekend! This outdoor, family-friendly celebration attracts over 4,500 people annually and offers an unforgettable experience in Canada’s Wine Capital.

Sip, Savor, and Celebrate!

Festival attendees can sample hundreds of wines from the renowned wineries of Oliver, the South Okanagan, and from all around BC. Enjoy your tastings in a relaxed, casual setting while soaking in the vibrant atmosphere. Upgrade your tickets and enjoy a curated VIP experience with library tastings from 10 wineries, complimentary food, and winemaker seminars.

Live Music and Entertainment!

Dance to live music, enjoy the energetic vibe, and explore the merchant marketplace with over 60 vendors offering unique goods and artisan products. There’s something for everyone at this festival!

Grape Stomp Competition!

Gather your wackiest friends and register your team of three for the iconic Grape Stomp Competition, presented by the Oliver Osoyoos Winery Association. Get creative with your costumes and join in the fun, chaotic stomp that promises to be a highlight of the day.

Family Fun!

Bring the whole family and let the kids enjoy the interactive Kids Zone, complete with engaging activities and entertainment to keep them happy and busy.

Meet the Winemakers!

As you sample a variety of wines, take the opportunity to meet the passionate winemakers and winery owners who craft these exceptional vintages. Learn about the unique features of their wines and get insider tips for your next visit to wine country.

Highlights:

Hundreds of Wine Samples: Taste a vast array of wines from BC wineries.
Live Music and Entertainment: Enjoy performances and a lively atmosphere.
Grape Stomp Competition: Enter the fun and chaotic competition with your best mates.
Merchant Marketplace: Browse goods from over 60 vendors.
Kids Zone: Fun and interactive activities for children.
Meet the Winemakers: Discover the stories behind the wines from the experts themselves.

Exclusive VIP Area:

Limited availability, only 300 VIP passes!

Complimentary limited release/library collection tastings and intimate wine education sessions by our select VIP winery partners

Limited edition commemorative Riedel wine glass

Complimentary food

Dedicated shaded lounge area & washroom access

11:00 AM early access through VIP gates

Ladies Keep Fit | Oliver Senior Centre
2025-09-22 08:00 - 17:00 | Oliver Senior Centre, 5876 Airport Street British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
