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.
Ailm Estate Experience
Discover Ailm Estate wines with a guided tasting experience at Quails’ Gate. This exclusive experience includes a tasting of Ailm Estate’s Brut, 2022 Brut Rosé, 2021 Blanc de Blanc, 2020 Reserve Brut and 2021 Connemara.
$50 per guest. Available daily at 11:00 AM, 12:15 PM, 1:30 PM, and 2:45 PM.
Fable Home Pop-Up at Quails' Gate
Quails’ Gate Winery and Fable Home invite you to rediscover the joy of gathering. Together, we bring you exceptional wines and timeless tableware - the perfect pairing for your Thanksgiving table and beyond. The Quails' Gate tasting room is currently hosting a pop-up shop featuring Fable dinnerware and glassware for purchase. Stop by to explore beautiful designs that bring style and ease to every gathering — and get inspired to host with the most this holiday season.
Jazz Brunch at Old Vines Restaurant at Quails' Gate
Jazz Brunch returns for another season at Old Vines Restaurant every Saturday. Enjoy an award winning brunch menu with a view, while enjoying the musical ambience of Anna Jacyszyn & Loni Moger.
Dome Dining at Frind (Wednesday-Sunday)
Join Us This Winter in Our Lakeside Domes at Frind Estate Winery!
Cozy up in one of our stunning lakeside domes and enjoy our specially crafted Winter Menu by Chef Ryan Lauzon, available Wednesday through Sunday each week until March 29th!
✨ Happy Hour from 2:00 PM to 5:00 PM! ✨
Reserve your spot online, with the last seating at 7:30 PM. Walk-ins are welcome on a first-come, first-serve basis, pending availability. We look forward to welcoming you for a memorable winter dining experience by the lake!!
Happy Hour at Little Straw Vineyards
Enjoy wine by the glass starting from $5 with Appies from Tula.
Thursday-Saturday until March
2:00pm-5:00pm
Fireside Wine Flights and S'mores Bites
Get cozy around one of our sheltered propane fire pit and enjoy 4 x 2oz pours of our organic wines perfectly paired with your choice of sweet or savoury s’mores! Go classic with gooey chocolate & marshmallows, or try our twist — cheese s’mores with an assortment of crackers! Book your Fireside Flight now and sip, snack, and savour the season!
Wednesday through Sunday
11am-4pm
Frenzy Hour
Join us Monday through Thursday’s for our Frenzy Hour! Get cozy under the dim lights of the tasting room and enjoy a $7 glass of whatever frenzy of your choosing!
Occurring Monday - Thursday weekly, 4pm - 6pm
Scoundrels Happy Hour
Step into the world of wine and whimsy for our mischievously delightful Scoundrels Hour! Monday - Thursday 4-6PM Enjoy $7 glasses of wine in a setting that’s anything but ordinary. Whether you're a rogue, a romantic, or just in need of a good pour, this is your hour to indulge.
Occurs weekly, Monday - Thursday 4-6PM, until December 18.
Hatchy Hour at the hatch
Did you hear? As the sun sets, the wine gets cheaper! Rotating $7 dollar wines by the glass on offer all winter long!
Occurs Monday-Thursday 4-6pm, Weekly until December 18
Dessert Paired Wine Experience
Discover decadence in a glass with our dessert wine flight paired with delicious local cheeses and chocolates on the following Saturdays:
Saturday, November 22,
Saturday, November 29
Saturday, December 13
Saturday, December 20
Christmas Ornament Painting at Little Straw Winery
Christmas Ornament Painting at Little Straw Winery
Don't miss out on this chance to have fun and make a beautiful ornaments. We look forward to seeing you at the workshop!
Includes:
4 Round or Rectangular wooden Ornaments (approx. 3.5” each)
Paint it in colours of your choice
Choose your set of designs for the 5 options
Glass of wine or organic juice
Cost: $50 per person (Kids 6 & under can share one project with an adult)
Happy Hour & Live Music featuring Ben Dunnill
Start your weekend at Grizzli Winery with our Friday Night Happy Hour, hosted in the lounge. Enjoy a rotating line-up of talented musicians—featuring both beloved local artists and exciting new voices from across the Okanagan—while sipping estate-grown wine in a relaxed, elegant setting.
Holiday Hosting Culinary Class
Elevate your holiday entertaining Mission Hill style with chef-led seasonal dishes and hosting inspiration.
$185/person
$170/member
$225/corporate
Sip & Create Festive Doormats at Little Straw Winery
Join us for a creative night out while enjoying some wine or organic juice at our cozy Little Straw Winery in West Kelowna.
You will start the evening with wine tasting and then continue with a Doormat Painting Workshop.
In the 1.5 hour workshop our instructor, Jennifer, will guide you through the process of painting a festive doormat (or year-round design) using vinyl stencils. Choose from variety of designs when you register and will have the opportunity to customize it in colours of your choice.
Cost:
16”x23” - $75
23”x35” - $90
Includes:
doormat project
wine tasting
glass of wine or non alcoholic beverage
Christmas Ornament Painting at Little Straw Winery
Christmas Ornament Painting at Little Straw Winery
Don't miss out on this chance to have fun and make a beautiful ornaments. We look forward to seeing you at the workshop!
Includes:
4 Round or Rectangular wooden Ornaments (approx. 3.5” each)
Paint it in colours of your choice
Choose your set of designs for the 5 options
Glass of wine or organic juice
Cost: $50 per person (Kids 6 & under can share one project with an adult)
Holiday Hosting Culinary Class
Elevate your holiday entertaining Mission Hill style with chef-led seasonal dishes and hosting inspiration.
$185/person
$170/member
$225/corporate
Great Gatsby NYE Party
Step into the glittering chaos of the 1920s this New Year’s Eve. This is one New Year’s Eve you won’t want to miss. Where scoundrels and royalty alike come together to toast the year ahead.
Crown & Thieves will be transformed into a roaring den of glamour, grit, and grape-fueled revelry. We’re throwing a party Jay Gatsby himself would crash—minus the bathtub gin, plus a whole lot of wine. Live music, dancing, and decadence await as we ring in the new year in true prohibition fashion.
Can’t make it for dinner? No problem—there’s still plenty of Gatsby-style revelry waiting for you. Join us later in the evening and dive straight into the fun with our reception-only experience. It’s a full night of music, dancing, and indulgence in the sultry depths of the Broken Hearts Club.
Choose to come early and have dinner, including a 3-Course wine paired dinner, or come later for the reception and party.
Your ticket includes:
3-Course Wine Paired Dinner
Two drink tickets
Late-Night Bites & Gatsby Grazing
Champagne Toast at midnight (because resolutions taste better with bubbles)
Live entertainment and dancing deep in the Broken Hearts Club
Pearls, gloves, and Gatsby glam encouraged - we will be handing out prizes for the snazziest scoundrels and most dazzling dames. Our crew will be pouring, toasting, and stirring up trouble in true prohibition style. Limited tickets - book today!
NYE at 31 CHARKAY
Start your night with a three-course Canadian-inspired dining experience, then raise a glass and celebrate the New Year in style! 🥂 Enjoy cocktails, champagne, and a full bar — 31 Charkay is the perfect place to share laughs, love, and good company in a warm and relaxed atmosphere.
Wine & Paint Night with Monet Meets Merlot
We are beyond excited to announce that Monet Meets Merlot is back, bringing another class of creativity, laughter, and unforgettable memories to our beautiful winery. Treat yourself to a night he won't forget!
Join us for an evening where art and wine flow together effortlessly. Whether you're an experienced artist or picking up a brush for the first time, we've got you covered! Not confident in your artistic skills? No worries – Lynn's team will happily pre-trace your canvas, ensuring you can focus on the fun. After all, this is about FUN Art, not FINE Art! So, grab your friends, sip on some of our finest wines, and let your creativity run wild. Spaces are limited, so be sure to reserve your spot today. We can't wait to see you there!
Reservations Are Necessary. $65.00 per guest This experience includes a complimentary glass of Frind wine (white, red or rose)! *There is an option to add an individual charcuterie board (per guest) to your experience!*
Italian Christmas Culinary Class
Experience the magic of an Italian Christmas with authentic flavours prepared by our culinary team.
$185/person
$170/member
$225/corporate
Cookie Decorating at 31 CHARKAY
Nothing says Christmas spirit like cookie decorating! Grab your family and come down to 31 CHARKAY for cookie decorating with daily specials on drinks and food.
Italian Christmas Culinary Class
Experience the magic of an Italian Christmas with authentic flavours prepared by our culinary team.
$185/person
$170/member
$225/corporate
Happy Hour & Live Music featuring Velvet Ears
Start your weekend at Grizzli Winery with our Friday Night Happy Hour, hosted in the lounge. Enjoy a rotating line-up of talented musicians—featuring both beloved local artists and exciting new voices from across the Okanagan—while sipping estate-grown wine in a relaxed, elegant setting.
The Prohibition Party featuring The Anna Jacyszyn Trio
The Anna Jacyszyn Trio will be performing inside the speakeasy Jazz Lounge at Crown & Thieves Winery, 3887 Brown Rd, West Kelowna from 7 – 9 p.m. Creating fresh stylings of Jazz, Latin and Blues peppered with classics you will be humming throughout the rest of your days! Cocktails, Wine, Beer, Cider and snacks will be available for purchase in The Broken Hearts Club Speakeasy.
Doors Open at 6:00pm - Show Starts at 7:00pm.
Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately please include their name in the order form.
Sweet Sips & Clay Creations Pottery Night
Treat yourself to an evening of pure indulgence at one of the most exclusive wineries in West Kelowna - Frind Winery. In this intimate workshop, you’ll hand-build your own custom pottery dessert bowl, perfect for your favorite treats at home. While your creativity flows, savor four exquisite sparkling / dessert wine tastings and enjoy a decadent mini dessert from Frind Winery’s kitchen.
What’s included:
A guided pottery hand-building workshop where you’ll create a beautiful dessert bowl
A tasting flight of 4 Frind wines from their sparkling/dessert collection
A delicious Frind chef-crafted dessert to enjoy during your session
Pearl & Fern will glaze and fire your pottery piece, ready within 2 weeks $120 per person. Choose from 2 limited edition dates! Reserve now to sip, savor, and sculpt something sweet this winter.
Sip & Dip Silk Scarf Workshop
We bring the beautiful, ancient art of water marbling to the 21st century by inviting you to be the artist. Come and make your own water marbled silk scarf, or art canvas. Each artist chooses their colours and floats the paint one drop at a time on the surface of the water, then uses marbling combs, rakes, or stylus to create the design of their liking.
Traditional Canadian Christmas
Bring nostalgic flavours to your festive table with classic holiday comforts reimagined by our culinary team.
$185/person
$170/member
$225/corporate
Sip into the Season
We’re hosting our annual holiday event on Saturday, December 6! Complete with festive paired tastings, new releases, and a healthy dose of holiday spirit, Sip into the Season is sure to be a magical time!
🍷 Festive Tastings at 15 Wineries
🗓️ Saturday, December 6th from 12pm-5pm
🎟️ $20 Tickets
Santa Lunch at 31 CHARKAY
Join us for a magical afternoon! Meet Santa and grab your holiday photos while enjoying lunch at 31 CHARKAY.
Traditional Canadian Christmas Culinary Class
Bring nostalgic flavours to your festive table with classic holiday comforts reimagined by our culinary team.
$185/person
$170/member
$225/corporate
Happy Hour and Live Music featuring Kristi Neumann
Start your weekend at Grizzli Winery with our Friday Night Happy Hour, hosted in the lounge. Enjoy a rotating line-up of talented musicians—featuring both beloved local artists and exciting new voices from across the Okanagan—while sipping estate-grown wine in a relaxed, elegant setting.
Wine & Paint Night with Monet Meets Merlot
We are beyond excited to announce that Monet Meets Merlot is back, bringing another class of creativity, laughter, and unforgettable memories to our beautiful winery. Treat yourself to a night he won't forget!
Join us for an evening where art and wine flow together effortlessly. Whether you're an experienced artist or picking up a brush for the first time, we've got you covered! Not confident in your artistic skills? No worries – Lynn's team will happily pre-trace your canvas, ensuring you can focus on the fun. After all, this is about FUN Art, not FINE Art! So, grab your friends, sip on some of our finest wines, and let your creativity run wild. Spaces are limited, so be sure to reserve your spot today. We can't wait to see you there!
Reservations Are Necessary. $65.00 per guest This experience includes a complimentary glass of Frind wine (white, red or rose)! *There is an option to add an individual charcuterie board (per guest) to your experience!*
Holiday Hosting Culinary Class
Elevate your holiday entertaining Mission Hill style with chef-led seasonal dishes and hosting inspiration.
$185/person
$170/member
$225/corporate
JPC Holiday Light Up - Santa's Cellar at Crown & Thieves
Join us for our 5th annual Family Fun Holiday Light Up on Saturday, November 29th — across all Jason Parkes Customs properties. Join us in your most outrageous festive gear as we light up our beautifully tacky JPC trees!
This year, Crown & Thieves is hosting Santa's Cellar.
Here's what is happening at Crown & Thieves:
Special tastings from back vintages
Speakeasy open for cocktails
Tasting fees donated to Central Okanagan Food Bank
New this year! JPC Socks and Scarves will be available for purchase at the light up!
Come dressed in your ugly socks or scarves and we will give you 15% off at all JPC locations until the end of March 2026!
JPC Holiday Light Up - Jingle Juice Jamboree at the hatch
Join us for our 5th annual Family Fun Holiday Light Up on Saturday, November 29th — across all Jason Parkes Customs properties. Join us in your most outrageous festive gear as we light up our beautifully tacky JPC trees!
This year, the hatch is hosting the Jingle Juice Jamboree.
Here's what is happening at the hatch:
Karaoke (4–6pm)
Mulled wine available
Tasting fees donated to Central Okanagan Food Bank
New this year! JPC Socks and Scarves will be available for purchase at the light up!
Come dressed in your ugly socks or scarves and we will give you 15% off at all JPC locations until the end of March 2026!
JPC Holiday Light Up - Chocolate & Cheers at Black Swift Vineyards
Join us for our 5th annual Family Fun Holiday Light Up on Saturday, November 29th — across all Jason Parkes Customs properties. Join us in your most outrageous festive gear as we light up our beautifully tacky JPC trees!
This year, Black Swift is bringing Chocolate and Cheers.
Here's what is happening at Black Swift Vineyards:
$15 wine and chocolate tasting. 3-4 chocolate bites paired with wine and welcome bubbles.
Kids hot cocoa station by donation
Live music by Ayla Buckberry
Tasting fees donated to Central Okanagan Food Bank
New this year! JPC Socks and Scarves will be available for purchase at the light up!
Come dressed in your ugly socks or scarves and we will give you 15% off at all JPC locations until the end of March 2026!
Holiday Hosting Culinary Class
Elevate your holiday entertaining Mission Hill style with chef-led seasonal dishes and hosting inspiration.
$185/person
$170/member
$225/corporate
Swift Loves Cheese: Tasting Event
We’re bringing together two of life’s greatest pleasures: wine and cheese. Join us for a guided tasting featuring four Black Swift wines, each perfectly paired with artisan cheeses from Perseval & Young, Kelowna’s beloved cheesemongers known for sourcing some of the finest cheeses around. 4 tasting times available - reserve your spot now!
Your ticket include:
4 Black Swift vineyard wines
4 samples of Parseval & Young cheese
Tickets: $50, plus gratuity & taxes - book your spot here.
hatch Loves Cheese: Tasting Event
We’re bringing together two of life’s greatest pleasures: wine and cheese. Join us for a guided tasting featuring four Hatch wines, each perfectly paired with artisan cheeses from Perseval & Young, Kelowna’s beloved cheesemongers known for sourcing some of the finest cheeses around. 4 tasting times available - reserve your spot now!
Your ticket include:
4 Samples of Hatch Wines
4 samples of Parseval & Young cheese
Tickets: $50, plus gratuity & taxes - book your spot here.
Tuscan Table Culinary Class
Discover the flavours of Tuscany, where hand-crafted pastas, hearty meats, and fragrant olive oils celebrate the region’s soulful cuisine.
$185/person
$170/member
$225/corporate
Prohibition Pairings: Wine-Paired Dinner
Step back into the 1920s for a night of food, wine, and good company. This prohibition-inspired dinner celebrates the joy of gathering, with thoughtful pairings that bring out the best in every glass and every plate.
Your ticket includes:
Welcome Reception to set the mood
3-course plated dinner, each dish paired with Crown & Thieves wines chosen to elevate every bite
Crown & Thieves team storytelling, pairing insights, and prohibition-era charm
Price - $129, plus gratuity & taxes Limited seats available. Reserve today!
Tuscan Table Culinary Class
Discover the flavours of Tuscany, where hand-crafted pastas, hearty meats, and fragrant olive oils celebrate the region’s soulful cuisine.
$185/person
$170/member
$225/corporate
Off the Grid's 10th Anniversary Party
Cheers to 10 Years Off the Grid!
Join us as we celebrate a decade of wine, community, and good times on the farm!
Warm up by the bonfire with a glass of your favourite wine, a cup of our house-made mulled wine, or a refreshing sangria.
Roast s’mores with friends, meet the owners, and raise a glass to 10 incredible years together.
Our celebration runs from 12 PM – 4 PM, and we’re offering 10% off everything in the wine shop all day long as our thank-you for your support.
Enjoy a variety of drink options and homemade soup for sale, plus enter to win our raffle basket of local goodies!
Dress code: Cozy Vineyard Casual — think boots, layers, and blankets. Please dress warm and get ready for a cozy afternoon by the fire!
Annual Winter Wanderland
Join us on Saturday, November 22 & Sunday, November 23 from 11:00 AM - 4:00 PM for our annual Winter Wanderland. 🎄 Guests are invited to wander the estate and immerse themselves in all kinds of holiday wonder! Step into the Fable Café Pop-Up at The Market, featuring gourmet sausages, delicious treats, hot beverages, and a selection of Fable Home dishware and mugs. This enchanting holiday experience is our way of gathering the community, celebrating the season and creating cherished holiday memories. With opportunities to support the Central Okanagan Food Bank, we’re looking forward to welcoming everyone to this weekend of festive delights.
Happy Hour & Live Music featuring KINGA
Free live music every Friday, with food and drink specials!
Happy Hour & Live Music featuring Conroy Ross
Free live music every Friday, with food and drink specials!
Tarot Tastings at Niche Wine Co.
💫Tarot Tastings are back💫
Wine and tarot—two ancient traditions, both rooted in storytelling, intuition, and a touch of magic making the perfect pairing!
This November, we’re pairing three of our handcrafted wines with a self-guided, three-card tarot reading designed to spark curiosity and connection. Whether you’re looking for insight, a cosmic wink, or simply a astro-fuelled way to spend an afternoon, this experience invites you to slow down, sip, and see what’s written in the cards.
Thursday through Sunday from 12–5 PM
First come, first serve.
Beaujolais Day
Does the third Thursday of November mean anything to you? It sure does to us!
For wine lovers everywhere, we await this day like an early Christmas. Every year, the third Thursday of November marks the release of the long-awaited Beaujolais Nouveau from the past year’s harvest. Freshly fermented, hot-off-the-press liquid gold from one of France’s best kept secrets. Are we releasing a Nouveau? No. BUT we do have Gamay and a heck of a lot of it. So, lets celebrate! Come by the tasting room or place an order online for 20% off only on this date!
