Flights & Bites
2025-10-26 11:00 - 12:00 UTC | District Wine Village, 100 Enterprise Way British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Join us for a fun hour of wine & food.A wine and food tasting lead by Katherine the Grape and food prepared by Chef Ian.

This tasting seminar includes 4 wines paired with their own food bite in a fun informative experience.Seminar takes place in Ward’s Wine Country Kitchen.

FOOD AND WINE PAIRINGS

Gather Book Club
2025-10-27 18:00 - 19:30 | District Wine Village, 100 Enterprise Way British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Gather Book ClubLocation | Winemaker’s CutJoin Catherine’s guided discussion on this month’s title (The Cure for Drowning), hosted in the District Wine Village at Winemaker’s Cut Winery.

Book Club attendees that night can shop at Gather for 10% off their purchases.The humanitix free registration link will be available by October 13th and the book will be 10% off till our meet up, October 27th!

Remembrance Day Tour
2025-11-08 11:00 | British Columbia
Join us for a meaningful guided Remembrance Tour in honour of Remembrance Day and to pay tribute to our Veterans. Led by the Oliver and District Heritage Society.

Participants are asked to register in advance by emailing curator@oliverheritage.ca. Please meet at the Oliver Cemetery prior to the start of the tour.

Fall Harvest Winemakers Dinner
2025-11-08 18:00 | See Ya Later Ranch, 2575 Green Lake Road British Columbia Okanagan Falls V0H 1R0 Canada, Okanagan Falls, British Columbia, V0H 1R0, Canada
Join us for an unforgettable evening at the ranch with a multi-course, wine-paired menu designed to delight your senses.Your host for the evening, Winemaker David Saysomsack, will guide you through each pairing, sharing insights into the wines and stories from the cellar.An intimate and elevated dining experience in the heart of Okanagan Falls—perfect for wine lovers and food enthusiasts alike.

📅 Friday, November 8th💲 $99 per person✨ Limited seating available – reserve today! ✨

Holiday Door Mat Workshop
2025-11-14 19:00 | See Ya Later Ranch, 2575 Green Lake Road British Columbia Okanagan Falls V0H 1R0 Canada, Okanagan Falls, British Columbia, V0H 1R0, Canada
Get festive and create your very own custom holiday door mat while enjoying the cozy atmosphere of the ranch.Your ticket includes:🍷 A glass of See Ya Later Ranch wine🧀 A delicious charcuterie spread🎨 All materials & guided instructionSpots are limited—reserve yours today and add a personal touch to your holiday season!💲 $60 per person

Beegees Revisited
2025-11-16 19:30 - 22:00 | Venables Theatre, Oliver, British Columbia, V0H 1T0, Canada
VaughnCo Entertainment is proud to present the most outstanding Bee Gees Tribute show. Bee Gees Revisited is the ultimate tribute to the Bee Gees. Come and experience the sound, the harmonies, and the beautiful falsetto voices of the brothers Gibb. Performing with a full band the show recreates the Bee Gees 1998 Las Vegas appearance live.The costumes, the music, and the atmosphere is as close to the real thing as you can get. The show suspends belief as it weaves through hit after hit from their classic 60’s catalogue to the groove of their 70’s Disco era hits that made the band a world-wide sensation. Dance and sing along to hits like Staying Alive, Night Fever, Massachusetts, Tragedy, You Should Be Dancing, and Nights on Broadway.​All performed note for note by award winning vocalists Colum Henry, Dave Lafame, and Aaron Solomon. This international touring act has played to sold out, standing ovation audiences throughout North America. So put on your white suits, sequin dresses, boogie shoes and get ready to sing and dance the night away with Bee Gees Revisited. If you are a Bee Gees fan this show is a must see!

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Fall Tea, Bake & Craft Sale
2025-11-19 10:30 - 14:30 | Oliver Senior Centre, 5876 Airport Street British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada

Cooking Class Dinners
2025-11-19 18:30 - 21:15 | Hester Creek Estate Winery, 877 Road 8 · Box 1605 British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Enjoy the ultimate culinary experience in the South Okanagan with our Cooking Class Dinners at Hester Creek Estate Winery.

Be one of only 14 guests seated in our state-of-the-art demonstration kitchen for a locally sourced, seasonally inspired menu skillfully paired with our award-winning wines. Watch as the chef prepares each course right in front of you while sharing their culinary secrets.

This experience includes a complimentary shuttle service for guests in Osoyoos and Oliver. Our Cooking Classes are a 19+ experience.

Pizza Jam South
2025-11-20 17:30 | Miradoro Restaurant, 537 Tinhorn Creek Rd. British Columbia Oliver V0H 1T1 Canada, Oliver, British Columbia, V0H 1T1, Canada
Chefs Chris Royal & Steve Ramey from Pizzeria Tratto Napoletana and Chef Ian Stilborn from Ward’s Wine Country Kitchen join Chef Jeff Van Geest for a pizza dinner collaboration.

DJ Captain K spinning!

3 Courses + Feature cocktail for $55++Reservations recommended, walk-ins limited.

2025-11-21 08:00 - 17:00 | Venables Theatre, Oliver, British Columbia, V0H 1T0, Canada
Spend the afternoon immersed in vibrant dance, live music and Ukrainian spirit as the Sadok Ukrainian Dance Ensemble marks 25 years on stage. This special anniversary performance features guest artists and a moving new production that follows the journey of a lost Chumak, weaving history, emotion and dazzling choreography. It’s a heartfelt celebration of culture and resilience, with an invitation to support humanitarian aid efforts in Ukraine.

Come for an afternoon of Dance, Music, and Ukrainian Spirit!

Join the Sadok Ukrainian Dance Ensemble as they celebrate 25 years of sharing their Ukrainian Canadian culture with the world. This year’s special performance features Pokotillo Ukrainian Dancers of Kamloops and the Ukrainian Canadian Congress Thompson Okanagan Choir.

Known for their vibrant choreography and rich storytelling, Sadok has performed throughout Western Canada, the U.S., and Ukraine, including appearances at Disneyland and the Calgary Ukrainian Festival. Their energetic performances celebrate the beauty and resilience of Ukrainian heritage, captivating audiences of all backgrounds.

This year’s show tells the story of the Chumaky—Ukrainian salt peddlers whose trade routes once connected communities across the land. Blending history, dance, and emotion, the production follows a lost Chumak on his journey of adventure and love, featuring a tribute performance of the famous “Whip Dance” by Sadok dancer Porter Johnson.

Choreographed by Artistic Director Andrea Malysh, this marks her 30th theatrical production, drawing on over 40 years of Ukrainian folk dance and ethnographic study.

As the war in Ukraine continues, Sadok dedicates this performance to those enduring hardship and welcomes donations to the Canada-Ukraine Foundation Humanitarian Aid Fund.

TICKETS: Regular – $30, Senior/ Student – $25

After Hours Happy Hour | Winemaker's Trilogy Release - Z
2025-11-21 16:00 - 19:00 | Hester Creek Estate Winery, 877 Road 8 · Box 1605 British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Enjoy an evening of live music by Lewis Cardinal and a complimentary glass of select wine as we celebrate the release of the third vintage in our Winemaker’s Trilogy — “Z.”

Join us for a complimentary tasting and the opportunity to purchase this coveted wine. Additional wines and deli items will also be available for purchase.

This is a 19+ experience. Please note that no children or dogs are permitted at this event.

Black Friday Gift Certificates
2025-11-28 08:00 - 17:00, 2025-11-29 08:00 - 17:00, 2025-11-30 08:00 - 17:00, 2025-12-01 08:00 - 17:00 | Miradoro Restaurant, 537 Tinhorn Creek Rd. British Columbia Oliver V0H 1T1 Canada, Oliver, British Columbia, V0H 1T1, Canada
Get 25% more on your gift cards when you purchase one!For Example:

Buy $100 Gift Card, Get $125Buy $200 Gift Card, Get $250Buy $400 Gift Card, Get $500

Festive Activities | Community Light-Up at the Museum
2025-11-28 17:30 - 19:00 | Oliver and District Museum, 430 Fairview Rd. British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Christmas Light-Up at the MuseumJoin us for a magical evening as the town lights up for Christmas! The Oliver and District Museum will open its doors for a night of festive fun—featuring craft activities for children, face painting, and a warm, welcoming space to celebrate the season.

Bring the family, enjoy the glow of the lights, and make some holiday memories together. It’s the perfect way to kick off the Holiday season in Oliver!

Oliver Community Light Up
2025-11-28 18:00 - 21:00 | Oliver Lions Park, Station St. British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
This annual event is getting better and better! Watch the Official Light-Up at Triangle Park at 6 p.m., then wander through Main Street for some holiday shopping. Enjoy the festive atmosphere with seasonal music, drinks, and food from local businesses. We’ll warm up with a community bonfire and end the night with some spectacular fireworks. Main Street will be closed from 5 p.m. – 8 p.m. to rediscover Oliver.

Oliver Light-Up Market

Browse unique handmade gifts, crafts, and one-of-a-kind holiday specials from over 10 local artisans, crafters, and small businesses.

Location: Station Street Market & Oliver Visitor Centre

Time: 6:30 p.m. – 9:00 p.m.

Market Vendors: Shop from 10+ local artisans, crafters, and small businesses offering one-night-only holiday treasures.

Beverage Garden Hosted by:Firehall BreweryOliver Osoyoos Wine AssociationDistrict Wine VillageWards Wine Country KitchenArterra WinesWarming Station by Sunbelt Rentals: Take a break and warm up before the fireworks

Oliver Visitor Centre: Stay warm with the Oliver Fire Department.

Local Food Trucks: Enjoy delicious eats from local food trucks and pop-up vendors.

Christmas Children’s Hamper Silent Auction: Bid on festive items to support local families in need.

Exclusive Visit Oliver Merchandise: Shop hoodies, crewnecks, and headwear at special one-day pricing, with partial proceeds benefiting the Oliver Food Bank.

Hot Chocolate by Donation: Cozy up with a cup while supporting community causes.

Festive Beats with DJ Shakes: Dance to holiday classics and modern favourites.

Bring your own camera and have your picture taken with Santa for a donation. Kids, pets, and the whole family are welcome!

Advent Log Workshop
2025-11-28 19:00 | See Ya Later Ranch, 2575 Green Lake Road British Columbia Okanagan Falls V0H 1R0 Canada, Okanagan Falls, British Columbia, V0H 1R0, Canada
Celebrate the season with a hands-on Advent Log Workshop—a beautiful and festive centerpiece to brighten your holiday home.Your ticket includes:🍷 A glass of See Ya Later Ranch wine🧀 A delicious charcuterie spread🎨 All materials & guided instructionSpaces are limited—reserve your spot today for this cozy evening of creativity, good food, and great wine!💲 $60 per person

The Perfect Pair | Holiday Cookie Edition
2025-11-29 08:00 - 17:00, 2025-11-30 08:00 - 17:00, 2025-12-01 08:00 - 17:00 | Nostalgia Wines, 4900 Black Sage Road British Columbia Oliver V0H 1T1 Canada, Oliver, British Columbia, V0H 1T1, Canada
Indulge in the sweetest holiday tradition! Enjoy a curated flight of Nostalgia Wines perfectly paired with festive holiday cookies. This Winter in Wine Country sip, savor, and discover your new favorite combination of wine and cheer!

Limited quantities available — treat yourself to The Perfect Pair this Winter in Wine Country.

'Winter in Wine Country' Market
2025-11-29 11:00 - 16:00 | Kismet Estate Winery, 316 Rd 20 British Columbia Oliver V0H1T0 Canada, Oliver, British Columbia, V0H1T0, Canada
Celebrate the arrival of winter with a festive marketplace full of local vendors, delicious eats, and exclusive wine experiences — all set within the stunning scenery of our vineyard and outdoor spaces.

Christmas Market
2025-11-29 11:00 - 17:00 | Nostalgia Wines, 4900 Black Sage Road British Columbia Oliver V0H 1T1 Canada, Oliver, British Columbia, V0H 1T1, Canada
This Winter in Wine Country step into the holiday spirit at Nostalgia Wines!

Snap a photo with Santa, browse the tasting room and unique outdoor vendor market for the perfect stocking stuffer, enjoy festive music and dance performances.

Treat yourself to mulled wine, cider, hot chocolate, fireside s’mores and delicious bites from Law of Attraction Food Truck. Delight in holiday cookies and curated wine flights as you celebrate the season—a festive day for the whole family!

A Taste of Goodwill
2025-11-29 12:00, 2025-11-30 08:00 - 17:00 | Cellar Door & more, 6857 TucElNuit Drive British Columbia Oliver V0H 1T2 Canada, Oliver, British Columbia, V0H 1T2, Canada
Give back and treat yourself during A Taste of Goodwill on all Saintly Wines! When you bring a non-perishable food item for donation, you’ll unlock heavenly deals on all Saintly wines—because a little kindness goes a long way.

Whether you’re stocking up for the holidays or picking out thoughtful gifts, every bottle you take home helps spread a little more goodwill.

Cheers to giving—and receiving—the best of the season!

2025-11-29 13:00 - 16:00 | French Door Estate Winery, 5462 Black Sage Rd. British Columbia Oliver V0H 1T1 Canada, Oliver, British Columbia, V0H 1T1, Canada
Fête d’Hiver 2025

French Door Estate Winery welcomes you to our annual winter event: Fête d’Hiver

Join us for an afternoon of holiday treats, festive drinks, and of course, fantastic wine. The door to our tasting room and cellar will be open to celebrate an incredible harvest season.

Come mingle in our atrium or sit on our patio snuggled under a blanket and heater while sipping our premium wines, and enjoy the festivities:

Live music from Lewis Cardinal
Curated holiday spirits and barrel tastings
Holiday charcuterie & treats
Door prizes / giveaways

Pricing: $30 public, $20 for Wine Club and IndustryOptional Shuttle: End of Event Shuttle home – offered by DeVino Wine Tours, $20 per person (Oliver residents, including Cottages)

Candle Making Workshop w/ Roshini Wellness
2025-11-30 12:00 | Kismet Estate Winery, 316 Rd 20 British Columbia Oliver V0H1T0 Canada, Oliver, British Columbia, V0H1T0, Canada
Roshni means Light or Brightness & that is exactly what Nac brings to these candle making workshops. Their mission is to create clean-burning candles that can inspire moments of connetion to self + community. This 2-2.5 hr workshop is a space to connect, do something fun, make something unique that you get to bring home all while enjoying a glas of Kismet wine + a samosa from Manzil!

At Roshni $1 from every candle purchases goes to local organizations that work to build community, connection and wellbeing. It is woman led, South Asian/Afgan owned & community driven which is only one of the many reasons we love supporting Roshni!

We are looking forward to this event happening during Winter in Wine Counrty and we would love to have you join us!

Purchase your ticket today & save your space for the illuminating, joyful event!

This 2-2.5 hr workshop is a space to connect, do something fun, make something unique, enjoy a glass of Kismet wine & a samosa!

Holly Jolly Oliver
2025-11-30 14:00 | Venables Theatre, Oliver, British Columbia, V0H 1T0, Canada
Join us for a festive afternoon of music, laughter, and community spirit as friends and neighbours come together for Oliver’s beloved holiday concert. This heartwarming event features an array of local talent, including choirs, handbell ensembles, dancers, and singers, all sharing the joy of the season through song and celebration.

Expect plenty of familiar faces and favourite performances, along with a few new surprises. Our hilarious MCs will keep the afternoon light and full of laughter, capturing the magic of the holidays. This annual tradition is truly a reflection of Oliver’s community spirit, people of all ages and backgrounds gathering to celebrate, connect, and spread goodwill.

Admission is by donation, with all proceeds supporting the Oliver Food Bank, helping local families during the winter season.​Come share in the warmth, music, and joy of Holly Jolly Oliver, an afternoon where community and holiday cheer shine brightest.

Christmas Wreath Workshop
2025-11-30 14:30 - 16:30 | District Wine Village, 100 Enterprise Way British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Price | $70 pp plus taxes | Includes your own personal wreath, glass of wine and a dessert board.

Tis the Season… to Get CraftyJoin Us for a Magical Holiday Wreath-Making WorkshopStep into the spirit of the season and craft your very own one-of-a-kind holiday wreathWe’ll guide you every step of the way — no experience needed, just your holiday cheer! Featuring:Fresh Pine, Cedar, and Noble FirA bounty of festive trimmings & decorative touchesAll supplies included — just bring your creativity!Whether you’re decking the halls or gifting some handmade holiday magic, this is the perfect way to kick off the season.Let’s make something beautiful — and unforgettable — together.

Winter Wonderland
2025-12-01 12:00 - 17:00 | La Stella Winery, 8123 148 AVE, Osoyoos, BC, V0H 1V2, Canada
Step into a Magical Advent-Calendar celebration at La Stella Winery.

24 days of wine, art, and community cheer!

Each day brings something new: a winter display created by a local community group, a tasting of a specially selected wine from La Stella or Le Vieux Pin, and a local Artisan pop-up with one-of-a-kind gifts.

Tasting fees and a portion of sales help support participating community groups.

December 1: Osoyoos Festival SocietyDecember 2: Oliver & Osoyoos Search & RescueDecember 3: Osoyoos Lake Paddling ClubDecember 4: Oosoyoos Desert CentreDecember 5: Oliver & Osoyoos Desert Sun CounsellingDecember 6: Anarchaist Mountain Fire DepartmentDecember 7: Oosyoos Activity CentreDecember 8: Oliver Food BankDecember 9: South Okanagan Skating ClubDecember 10: Osoyoos Museum SocietyDecember 11: Oliver Heritage SocietyDecember 12: Oosyoos Food BankDecember 13: Oosyoos Fire & RescueDecember 14: Osoyoos Activity CentreDecember 15: Oliver Mission SocietyDecember 16: Desert Pickleball ClubDecember 17: Oliver Curling ClubDecember 18: Oosyoos Curling ClubDecember 19: Oosyoos Lawn Bowling ClubDecember 20: Oosyoos Day CareDecember 21: Oliver & District Fire Department December 22: Oosyoos Music in the ParkDecember 24: Oosyoos Lake Sailing ClubDecember 25: Oosyoos Lake Water Quality Society
