What’s Happening on the Trail

From wine-paired dinners to crafting events, farm tours, and vineyard yoga, immerse yourself in the Westside Wine Trail beyond the tasting room! Our member wineries host a vibrant calendar of events throughout the year, offering something for everyone. From live music under the summer sky to educational tastings and workshops, enhance your visit with unique experiences.


Traditional Christmas Culinary Class
Dec
15

Traditional Christmas Culinary Class

Indulge in classic comforts with our twist on a traditional holiday feast. Paired with our best vintages, our culinary team will guide you through the preparation of seasonal dishes that promise to enrich your holiday table with nostalgic flavors.

Book your seat here!

$185 Per Person / $169 Club Member Price

Please note - arrive by 5:30PM for Friday & Saturday Classes and 4:30PM for Sunday Classes

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3rd Annual Bakers' Market
Dec
14

3rd Annual Bakers' Market

The 3rd Annual BAKERS’ MARKET is happening on Saturday, December 14th, 2024 from noon to 4 p.m at The Gallery Winery. Here’s your chance to once again get all your holiday baking done without even turning your oven on! The market will feature some of the Okanagan’s top pasty chefs, creating the best of the best holiday cookies and treats for you! Wine tastings, wine flights and wine by the bottle or glass are also available to purchase. Bring a food bank donation for a chance to win an original painting by resident artist and winery co-owner Natasha Campbell. No tickets required.

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Traditional Christmas Culinary Class
Dec
13

Traditional Christmas Culinary Class

Indulge in classic comforts with our twist on a traditional holiday feast. Paired with our best vintages, our culinary team will guide you through the preparation of seasonal dishes that promise to enrich your holiday table with nostalgic flavors.

Book your seat here!

$185 Per Person / $169 Club Member Price

Please note - arrive by 5:30PM for Friday & Saturday Classes and 4:30PM for Sunday Classes

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Holiday Wreath Making at The Gallery Winery
Dec
7

Holiday Wreath Making at The Gallery Winery

Join us on Saturday, December 7 from 2-4 pm, for a holiday wreath making class in our wine shop. Sarah from Simply Floral will help lead you in creating a beautiful and unique holiday wreath. Make the perfect accent piece to compliment your own personal style. Cost is $100 and includes all supplies and a glass of our Inspiration Sparkling Wine.

Sign Up Link for December 7, 2024 Holiday Wreath Making Class:

https://www.thegallerywinery.com/product/holiday-wreath-making-december-7-2024

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Sip into the Season 2024
Dec
7

Sip into the Season 2024

Click for Tickets

Sip into the Season is back again, inviting you on a festive wine journey through the Westside Wine Trail!

This annual holiday event offers a delightful Christmas tasting of two wines and a festive treat at the wineries of West Kelowna's Westside Wine Trail - all gleaming with sparkling lights and holiday decor, creating a perfect blend of Christmas cheer and renowned wine culture for everyone to enjoy. Tickets are limited - be sure to get yours before they sell out! Get your tickets here.

View the interactive Google Map here.

Everyone is welcome - only those partaking in wine tastings require a ticket.

* Attendees must be 19+ to partake in wine tasting offerings *

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Light Up Party at The Gallery
Dec
6

Light Up Party at The Gallery

Join us on Friday, December 6th from 7-10pm to watch the West Kelowna fireworks from one of the best view decks around. Dance to the music of “Velvet Ears” and enjoy a glass of our Inspiration Sparkling with a charcuterie snack from Give Them Brie while we wait for the fireworks display. Limited seats so get your tickets so as to not miss out! Cost is $45 per person. Get your tickets here!

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Italian Christmas Culinary Class
Dec
6
to Dec 8

Italian Christmas Culinary Class

Experience the magic of an Italian Christmas through a four-course dinner prepared by our culinary team. Elevate your holiday celebrations with authentic Italian flavors and timeless wines to pair.

Book your seat here!

$185 Per Person / $169 Club Member Price

Please note - arrive by 5:30PM for Friday & Saturday Classes and 4:30PM for Sunday Classes

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Paint Afternoon at The Market
Dec
1

Paint Afternoon at The Market

Unleash your inner artist! — Join us for another Paint Afternoon at The Market Cafe located at Quails’ Gate Winery.

Enjoy a social afternoon with food, drinks and painting. Each ticket includes one complementary glass of wine!

This will be a guided and interactive painting experience with a professional artist.

- Step-by-step acrylic painting instruction
- Group class environment
- Professional tips and techniques
- Your own stretched canvas, and all other art supplies
- Take your masterpiece home

Painting instruction by Georgia Dawson.

Book your spot here!

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Traditional Christmas Culinary Class
Nov
30

Traditional Christmas Culinary Class

Indulge in classic comforts with our twist on a traditional holiday feast. Paired with our best vintages, our culinary team will guide you through the preparation of seasonal dishes that promise to enrich your holiday table with nostalgic flavors.

Book your seat here!

$185 Per Person / $169 Club Member Price

Please note - arrive by 5:30PM for Friday & Saturday Classes and 4:30PM for Sunday Classes

View Event →
Traditional Christmas Culinary Class
Nov
29

Traditional Christmas Culinary Class

Indulge in classic comforts with our twist on a traditional holiday feast. Paired with our best vintages, our culinary team will guide you through the preparation of seasonal dishes that promise to enrich your holiday table with nostalgic flavors.

Book your seat here!

$185 Per Person / $169 Club Member Price

Please note - arrive by 5:30PM for Friday & Saturday Classes and 4:30PM for Sunday Classes

View Event →
Mission Hill Virtual Culinary Demonstration
Nov
28

Mission Hill Virtual Culinary Demonstration

Join us virtually at 5:00 pm PST for an exclusive virtual culinary experience designed to bring holiday hosting tips directly to your home! Chef Patrick Gayler will walk you through creating a perfect holiday spread, including appetizers, cheese and charcuterie boards, and a show-stopping Chestnut Brown Butter Gnocchi, while Winemaker, Dominic McCosker guides us through the perfect wine pairings featuring Exhileration Brut, Perpetua, and Terroir Syrah.

Sign up now and purchase our exclusive 3-bottle Wine Bundle to enjoy during the demonstration. As the event approaches, you'll receive a curated shopping list so you can follow along with Chef Pat, and don’t forget to invite friends and family to share in this festive experience. Make sure to gather your ingredients and get ready to bring the flavors and traditions of the winery to your holiday celebrations.

Book your seat here!

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Paint & Sip Sunday - Koi Fish at The Gallery Winery
Nov
24

Paint & Sip Sunday - Koi Fish at The Gallery Winery

Koi Fish – November 24, 2024 from 2-4 p.m.

Join us for our Paint & Sip Sunday workshops happening every Sunday afternoon in November. By special request, we will be painting koi fish on November 24th. Resident artist and winery co-owner Natasha Campbell will guide you through the steps as you get inspired and enjoy a glass of our award winning Inspiration Sparkling wine. All supplies provided.

Sign Up Link for November 24, 2024 class:

https://www.thegallerywinery.com/product/paint-sip-sunday-november-24-2024

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Holiday Wreath Making at The Gallery Winery
Nov
23

Holiday Wreath Making at The Gallery Winery

Join us on Saturday, November 23 from 2-4 pm, for a holiday wreath making class in our wine shop. Sarah from Simply Floral will help lead you in creating a beautiful and unique holiday wreath. Make the perfect accent piece to compliment your own personal style. Cost is $100 and includes all supplies and a glass of our Inspiration Sparkling Wine.

Sign Up Link for November 23, 2024 Holiday Wreath Making Class:

https://www.thegallerywinery.com/product/holiday-wreath-making-november-23-2024

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Winter Wanderland at Quails' Gate
Nov
23

Winter Wanderland at Quails' Gate

Join us on Saturday, November 23 & Sunday, November 24 from 11:00 AM – 5:00 PM for our annual Winter Wanderland. Guests are invited to wander the estate and immerse themselves in all kinds of holiday wonder!

The Market will be brimming with delicious food and treats to enjoy day of or to take home. Gourmet coffee, cookies, sandwiches, soups and wood-fired pizza.

Mulled wine, spiked lattés, wine by the bottle and the glass will be available for purchase and fire pits will be dispersed throughout the market area for those looking for a place to visit and mingle.

We will also have a handful of local artisans setup in the parking lot next to The Market selling their products. Inside The Market you’ll find a permanent bracelet booth from JK Schmidt on Saturday!

Some fun for kids too, there will be a special table set up with free hot chocolate, cookies and colouring.

Market Hours: 9:30 AM – 5:00 PM

Wood-Fired Pizza: 12:00 PM – 4:00 PM

Inside the wine shop we will be offering our classic tasting with a twist! A splash of Fortified Vintage Foch and a chocolate from Karat Chocolate.

Holiday gifting has never been easier! The wine shop shelves will be filled with wine and other goodies to gift this holiday season. As a special treat we will be offering a 15% discount on all purchases, 20% off on glassware, and $25 gift cards to Old Vines Restaurant for anyone spending $250 or more.

Wine Shop Hours: 11:00 AM – 6:00 PM

Step into a cozy winter retreat at Old Vines Restaurant! Enjoy an Outdoor Happy Hour Lounge with cozy firepits and blankets to keep warm as you sip on festive cocktails and indulge from a featured menu all while soaking in the festive Winter Wonderland atmosphere.

For those looking to dine in the restaurant, we’ll be offering our brunch menu on Saturday, Jazz Brunch & Happy Hour on Sunday as well as our evening dinner service on both days.

Old Vines Restaurant Hours: 11:00 AM – 9:00 PM

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Festival of Trees Celebration
Nov
22

Festival of Trees Celebration

Celebrate our 8th annual Festival of Trees at Mission Hill Family Estate. Revel in the holiday spirit at our 8th annual Festival of Trees opening with live music, mulled wine, and other holiday treats prepared by our culinary team, along with special photo opportunity with Santa Tom. This year, we're also introducing our first holiday market, showcasing a variety of local artisans with jewelry, pottery, candles, and more. The perfect way to complete your holiday gifting in one stop.

$20 per person - a percentage of proceeds go to BC Children’s Hospital Foundation.

Learn more

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Paint & Sip Sunday - Northern Lights at The Gallery Winery
Nov
17

Paint & Sip Sunday - Northern Lights at The Gallery Winery

Northern Lights – November 17, 2024 from 2-4 p.m.

Join us for our Paint & Sip Sunday workshops happening every Sunday afternoon in November. Have you been able to catch sight of the Northern Light display in the Okanagan this autumn? On November 17th we will be painting a view of the beautiful aurora over the vineyard. Resident artist and winery co-owner Natasha Campbell will guide you through the steps as you get inspired and enjoy a glass of our award winning Inspiration Sparkling wine. All supplies provided.

Sign Up Link for November 17, 2024 class:

https://www.thegallerywinery.com/product/paint-sip-sunday-november-17-2024

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Then & Now Masterclass Series -Maréchal Foch
Nov
16

Then & Now Masterclass Series -Maréchal Foch

Join us for a special-edition tasting experience of Quails’ Gate Maréchal Foch. Once widely planted throughout the Okanagan Valley, the Maréchal Foch grape is now grown at only a handful of wineries in the region.

An exploratory tasting flight will include current and rare library vintages of our Estate, Reserve, and Fortified Foch.

$45 per guest. Wine Club members receive 15% off this featured experience.

Led by: Sommelier Travis-Rene (T.R.) Montgomery

2024 marks 35 Years of Winemaking Excellence at Quails’ Gate. This is not only an important milestone for us but an excellent opportunity to open the Stewart Family library and celebrate the wines that got us here. Our sommelier team has carefully selected a collection of wines from the archives so you can experience the benefits of deep roots and the passage of time. Join us and savour the intricacies of each unique growing season with rare library-vintage side-by-sides.

Book your spot here.

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Paint & Sip Sunday - Entangled Hearts at The Gallery Winery
Nov
10

Paint & Sip Sunday - Entangled Hearts at The Gallery Winery

Entangled Hearts – November 10, 2024 from 2-4 p.m.

Join us for our Paint & Sip Sunday workshops happening every Sunday afternoon in November. During the November 10th class, we will be painting “entangled hearts.” Resident artist and winery co-owner Natasha Campbell will guide you through the steps as you get inspired and enjoy a glass of our award winning Inspiration Sparkling wine. All supplies provided.

Sign Up Link for November 10, 2024 class:

https://www.thegallerywinery.com/product/paint-sip-sunday-november-10-2024

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Then & Now Masterclass Series - Noble Grapes
Nov
9

Then & Now Masterclass Series - Noble Grapes

Join us for a special-edition tasting experience and uncover our passion for some of the world’s most coveted noble grapes. An exploratory tasting flight will include current and rare library vintages of Estate and Reserve Riesling, Chardonnay, and Pinot Noir.

$45 per guest. Wine Club members receive 15% off this featured experience.

Led by: Sommelier Katrin Pottel 

2024 marks 35 Years of Winemaking Excellence at Quails’ Gate. This is not only an important milestone for us but an excellent opportunity to open the Stewart Family library and celebrate the wines that got us here. Our sommelier team has carefully selected a collection of wines from the archives so you can experience the benefits of deep roots and the passage of time. Join us and savour the intricacies of each unique growing season with rare library-vintage side-by-sides.

Book your spot here.

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Paint & Sip Sunday - Autumn Vineyard at The Gallery Winery
Nov
3

Paint & Sip Sunday - Autumn Vineyard at The Gallery Winery

Autumn Vineyard – November 3, 2024 from 2-4 p.m.

Join us for our Paint & Sip Sunday workshops happening every Sunday afternoon in November. On the first Sunday, November 3, we will be painting an autumn vineyard, inspired by the views outside our wineshop windows. Resident artist and winery co-owner Natasha Campbell will guide you through the steps as you get inspired and enjoy a glass of our award winning Inspiration Sparkling wine. All supplies provided.

Sign Up Link for November 3, 2024 class:

https://www.thegallerywinery.com/product/paint-sip-sunday-november-3-2024

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Annual Events

  • Sip into the Season

    A delightful Christmas event gleaming with sparkling lights and holiday decor. Join us for our annual holiday tasting experience in West Kelowna.

  • Sip with your Sweetheart

    Enjoy chocolate-paired wine tastings at our eleven member wineries at our annual Valentine’s event.

  • Cheers to Cheese

    Celebrate spring and embark on a journey through the picturesque Westside Wine Trail with Cheers to Cheese: an unparalleled wine and cheese paired tasting experience.

  • Trick or Sip

    Trick or Sip on the Westside Wine Trail is a spooktacular Halloween event. This hauntingly delightful gathering promises a fangtastic time for all attendees.