Ontario Wine Country

Discover Southern Ontario’s Best Wineries! Click Here for the Ultimate List!

Ontario’s wine country is a destination that blends world-class winemaking with breathtaking landscapes, rich history, and unforgettable experiences. Whether you’re exploring the rolling vineyards of Niagara, the charming wineries of Prince Edward County, or the hidden gems of Lake Erie North Shore, there’s no shortage of opportunities to savor award-winning wines and immerse yourself in local culture.

Beyond the wine, Ontario’s wine regions offer much more—farm-to-table dining, scenic hiking trails, boutique accommodations, and vibrant events that celebrate the art of winemaking. Every season brings a unique charm, from sun-soaked summer patios to cozy winter tastings by the fire.

ANYTIME. ANY SEASON. ANY REASON.
Wineries are OPEN YEAR-ROUND and each season brings its own special rewards.

Throughout the year, this region hosts a variety of festivals and celebrations that highlight the rich culture of winemaking and the bounty of local produce. From grape harvest festivals to wine and food pairings, visitors can immerse themselves in the flavours and experiences that make Ontario’s wine country unique. These events provide a perfect opportunity to sample exquisite wines, meet passionate winemakers, and enjoy the stunning scenery. Whether you’re a seasoned wine enthusiast or a curious newcomer, Ontario’s wine festivals promise unforgettable experiences that celebrate the artistry and community of this beloved region.

2026.27 Ontario Wineries Events

May
May 15 - 17, 2026
Wine Fest Toronto
Exhibition Place, Heritage Court
winefesttoronto.com

Wine Fest Toronto 2026 returns to Heritage Court, Exhibition Place. This all-you-can-taste event features over 100 wines from renowned regions like Niagara, France, Chile, and New Zealand. Savour gourmet food pairings, enjoy live entertainment, and engage in educational seminars—all under one roof. With no drink tokens required, your ticket grants unlimited tastings throughout your session. Choose from three sessions: Friday evening, Saturday afternoon, or Saturday evening. Tickets start at $62 and are selling fast. This 19+ event is perfect for both wine enthusiasts and casual sippers.
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May 1 - 31, 2026 | 2 to 5 pm (Fridays to Sundays)
Live Music
Colchester Ridge Estate Winery, 108 County Rd. 50, Harrow, ON
colchesterridge.com/events/month

Colchester Ridge Estate Winery hosts live music every Friday through Sunday. Set against the scenic backdrop of the vineyard in Harrow, this relaxed afternoon series invites guests to unwind with great local performances. Visitors can enjoy estate wines while soaking in the sounds of talented musicians, making it a perfect weekend outing that blends music, atmosphere, and the charm of wine country.

May 9, 2026
Scents & Sentiments | Mother's Day Workshop
Domaine Le Clos Jordanne, 4260 Mountainview Rd, Beamsville
www.greatestatesniagara.com/product/Scents-Sentiments-Mothers-Day-Workshop

Celebrate Mother’s Day at Domaine Le Clos Jordanne with an elegant, hands-on candle-making workshop. Create three bespoke 4oz candles and blend your own signature perfume to take home in this thoughtfully curated experience. Presented in partnership with Forrest & Harbour and The Flair Lounge, the event also includes two glasses of estate wine to enjoy while you craft. Please note: all tickets are final sale and non-refundable.

May 9 - 10, 2026
Mother's Day Market
Reif Estate Winery, Niagara-on-the-Lake
reifwinery.com

Celebrate Mother’s Day at Reif Estate Winery with a vibrant market featuring 35+ artisan vendors, wine tastings, food from Guilty Burger, and live music by the Feverish Lemons. Moms receive a welcome glass of bubbly, and the first 20 guests enjoy a free wine tasting. Enjoy vineyard views, door prizes, and a great cause—proceeds support YWCA Niagara. Free admission! Bring your friends, family, and Mom for a memorable day of wine, shopping, and celebration.

May 15, 2026 | 6:00 PM 9:00 PM
Bitchin’ Bingo
Karlo Estates Winery, 561 Danforth Rd., Wellington, ON
www.karloestates.com/karlo-events/tbyy87ypf6bam2j

Guests are invited to a lively Bingo night held in a unique speakeasy setting inspired by an English pub with a vintage twist. Hosted by a drag performance artist, this monthly event (every third Friday) blends entertainment, humour, and friendly competition. Participants can win prizes and bragging rights while enjoying wine by the glass and a selection of food available for purchase. Walk-ins are welcome as space allows—arriving early is recommended. A $10 cover applies for this fun, high-energy evening.

May 16, 2026
Spirit of Niagara and Château des Charmes presents GLOW IN THE VINES
Château des Charmes, 1025 York Rd, St. Davids
www.spiritofniagara.ca/glow-in-the-vines#glow-experience

Glow in the Vines offers an immersive Niagara retreat blending wellness, music, and mindful movement into a guided, performance-style journey, uniting yoga, meditation, sound, and artistry for deep restoration.

May 17, 2026 | Noon to 5 pm
Spring Block Party- Grand reopening of Summerhouse
Back 10 Cellars, 4101 King Street, Beamsville, ON
Cave Springs, 3836 Main Street, Jordan, ON
Redstone, 4245 King Street, Beamsville, ON
Malivoire Wine Co, 4260 King Street, Beamsville, ON
www.back10cellars.com/events/view/id/523

This is a non-ticketed event, with guests invited to walk into any of the four participating wineries throughout the day. The annual Block Party brings together Back 10 Cellars, Cave Springs, Redstone, and Malivoire for a full day of wine, music, and community. Each winery features live music, wine pairings, and wine-friendly snacks, with ballots available to enter a gift basket draw at every stop. At Back 10 Cellars, guests can enjoy snacks, wine by the glass, tasting flights, and discounts on bottle purchases in a lively, welcoming atmosphere.

May 24, 2026 | 1:00 PM-3:00 PM
DOT-PAINTING WORKSHOP
Cooper’s Hawk Vineyards, 1425 Iler Rd., Harrow, ON
dotablemandalas.com/products/harrow-tropical-coastal-vibe-coaster-set-dot-painting-workshop

Escape to a tropical-inspired creative workshop where participants design a set of two vibrant dot-painted coasters. This beginner-friendly session introduces simple techniques to create colourful island patterns in a relaxed, social atmosphere. Held at Coopers Hawk Winery & Restaurant in Harrow, guests can paint at their own pace while enjoying food, drinks, and conversation. All materials are included, and spaces are limited for this fun, laid-back experience.

May 24, 2026 | 11:00 am - 3:00 pm
5K Rosé By: Evolve Windsor
​Paglione Estate Winery, 724 County Rd. 50 E, Harrow
In Support of Evolve Community for Mental Health and Healing Resources
paglioneestatewinery.com/pages/events

EVOLVE and Paglione Estate Winery host their annual 5K Rosé, a community run and walk celebrating movement, connection, and the Lake Erie North Shore wine route. Starting at the winery, participants can run, walk with family, friends, or pets, and enjoy wine waiting at the finish line. The event features post-run booths, sangria, photo opportunities, and door prizes in a scenic setting. Guests may also dine on the patio or in the restaurant, while supporting EVOLVE’s mental health and healing initiatives in Windsor-Essex.

May 30, 2026 | 10:00 am – 12:00 pm
Pelee Island 2026 Half Marathon
Pelee Island Winery Pavilion, Pelee Island
www.peleeisland.com/event/pelee-island-2026-half-marathon

The twelfth annual Pelee Island Winery Half Marathon is Canada’s most southern half-marathon, held on a remote Lake Erie island and finishing at Pelee Island Winery. Limited to about 400 participants, the race offers scenic views along a well-marked course of pavement, gravel, and tar-and-chip surfaces, with aid stations every 2 km. Registration includes a wine-inspired recovery shirt, medal, bib, and entry to the island’s legendary after-run party featuring wine tasting.

May 30, 2026 | 6:00 PM 9:00 PM
Vintner's Dinner
Karlo Estates Winery, 561 Danforth Rd., Wellington, ON
www.karloestates.com/karlo-events/vintners-dinner-cx7r7-2gdde-dcd5k-at67j

Step into an elegant evening at Karlo Estates’ Vintner’s Dinners, where refined flavours and storytelling come together on the heated Vintner’s deck. Guests will enjoy a thoughtfully crafted five-course plant-based menu by Chef Chris Byrne, with each dish expertly paired with Karlo Estates wines. Overlooking the vineyards, Vintner Sherry Karlo and partner Saxe Brickenden share the winery’s story while guiding guests through the pairings. Attendees may also explore exclusive offerings, including Club Sextus membership and a private tasting experience.

June 5, 2026
Chef Massimo Capra: Summer on the Amalfi Coast
Massimo’s Italian Fallsview Restaurant
fallsavenueresort.com/culinary

Let Chef Massimo Capra transport you to the breathtaking Amalfi Coast, where summer is defined by fresh seafood, zesty citrus, and fragrant herbs. Paired with crisp wines, this sunlit menu captures the vibrant flavours and carefree elegance of Italy’s iconic coastline—an unforgettable celebration of the season by the sea.
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June 6 - 7, 2026 | Noon to 5 pm
Graze the Bench
Beamsville Bench wineries
grazethebench.com/events/graze-the-bench

Seven Beamsville Bench wineries pour new and favourite vintages, welcome guest chefs and live bands, and invite visitors to graze inspired dishes, celebrated VQA wines, and sweeping vineyard views.
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June 6,  2026
Fallsview Food & Drink Fest
Fallsview Casino Resort, Niagara Falls
fallsviewcasinoresort.com/fallsview-food-and-drink-fest.html

Fallsview Food & Drink Fest – Food Con arrives on Saturday, June 6, 2026, at 1:00 pm, transforming the Fallsview Casino Grand Hall into a vibrant hub for food lovers and culinary explorers. Set against the iconic backdrop of Niagara Falls, this event brings together chefs, producers, and beverage artisans for an immersive tasting experience that celebrates creativity, flavour, and innovation in the food and drink industry.
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June 3, 2026 | 6 to 8 pm
Scenery & Stems: Spring Floral Workshop
Lakeview Wine Company, Niagara-on-the-Lake
www.lakeviewwineco.com/site/events-listing/scenery-stems-2026

Lakeview Wine Co. hosts a floral workshop with Creative Blooms featuring seasonal arrangements, wine, light bites, and vineyard views.

June 5, 2026 | 6 pm
Wine and Food Seminar: Grilling Around the World
13th Street Winery, 1776 Fourth Avenue, St. Catharines
13thstreetwinery.com/booking

Discover global ingredients, bold spices, and fresh, healthy dishes designed to inspire every palate. Each month features a new theme, bringing fresh flavours to explore and enjoy. Experience classic cuisine with a creative twist while Sommelier Corinne Witusik guides you through the cultures, flavour profiles, and expertly selected wine pairings. June’s theme, Grilling Around the World, celebrates culinary traditions and the use of spice, with Corinne highlighting the perfect 13th Street Winery wines paired to each dish.

June 2026
Boots 'n Benchlands 2026
Various Niagara Benchlands Wineries
niagarabenchlandswineries.com

Niagara Benchlands Wineries presents the second annual Boots ‘n Benchlands Weekend, a lively celebration of VQA wines, local cuisine, and country-style fun. This casual event brings together award-winning wines and delicious regional bites with a side of good old-fashioned entertainment. Guests can enjoy live music, line dancing, and a variety of activities that capture the charm of country living. Admission is free, with an à la carte selection of food, wine, and entertainment available for purchase at participating wineries. Whether you’re two-stepping or sipping, this festive weekend promises toe-tapping fun and a true taste of Niagara wine country.

June 13 - 14, 2026
Muddy Paws Wine Trail
Sue-Ann Staff Winery, Westcott Vineyards, Featherstone Winery
muddypawswine.com

The Muddy Paws Wine Trail is a unique summer celebration pairing wine with wagging tails! Hosted by Sue-Ann Staff Winery, Westcott Vineyards, and Featherstone Winery, this pet-friendly event invites guests to explore Niagara wine country with their four-legged companions. Enjoy tastings, scenic vineyard walks, and dog-friendly activities across all three wineries. It’s the perfect outing for wine lovers and dog lovers alike. Leashed dogs welcome.

June 14, 2026 | Noon to 2:00 PM
DOT-PAINTING WORKSHOP
Cooper’s Hawk Vineyards, 1425 Iler Rd., Harrow, ON
dotablemandalas.com/products/harrow-rainbow-harmony-dot-painting-workshop

Join a relaxing dot-painting workshop where participants create their own mandala artwork in a guided, step-by-step session. An instructor leads the group through simple dotting techniques, making it suitable for both beginners and experienced creatives. All supplies are provided, and the atmosphere is welcoming and social. Guests can enjoy food and drinks at the venue while painting at their own pace. The experience encourages creativity, relaxation, and connection, with each participant taking home a finished piece of art.

June 19 - 21, 2026
RibStock
Fireman's Park, Niagara Falls
ribstock.ca

Presented by Gig Guys Production & Event Services with SCVFA, this two-day, family-friendly festival lights up Firemen’s Park in Niagara Falls on June 20–21! Expect high-energy live bands, a bustling vendor market, food trucks, a fun-filled Kid Zone, and unbeatable festival vibes—all with free admission. Bring your friends, your appetite, and your community spirit. Best of all, proceeds support Project SHARE, Boys and Girls Club of Niagara, and Pathstone Mental Health. This is more than a festival—it’s a celebration with purpose. Mark your calendars and stay tuned for band announcements and vendor spotlights. Let’s make this a massive community event!

June 25 - 28, 2026
TD Niagara Jazz Festival - Summer Festival
Various Niagara Locations
niagarajazzfestival.com/events/2026-summerpasses

The TD Niagara Jazz Festival is a new, cutting-edge four-day celebration of all types of jazz, performed in intimate indoor and outdoor venues in the heart of Niagara’s stunning wine country. The TD Niagara Jazz Festival presents the finest Canadian and internationally acclaimed jazz musicians by way of spectacular concerts, wine, craft beer, culinary packages, and free performances throughout Niagara-on-the-Lake and selected locations throughout Niagara.

June 27, 2026 | 8 pm
Comedy at Creekside: Eric Johnston – Son of a Bull
Creekside Estate Winery, 2170 Fourth Ave, Jordan Station
www.creeksidewine.com/blogs/events/comedy-at-creekside-eric-johnston-son-of-a-bull

Get ready for a night of big laughs, bold wine, and no filter at Creekside Estate Winery. This stand-up comedy event features award-winning comedian Eric Johnston and his latest tour, Son of a Bull. Guests are welcomed with a glass of wine before an evening of sharp storytelling and high-energy humour in a relaxed winery setting. Marking 15 years in comedy, Johnston delivers personal material on fatherhood, marriage, and ambition, turning everyday chaos into laughs. With appearances on CBC, Netflix, Crave, and more, this is an unmissable night of comedy in Jordan Station.

June 27, 2026 | Noon to 2 pm
6x6: Chard & Pinot Try & Buy
Trail Estate Winery, 416 Benway Rd., Hillier, ON
trailestate.com/collections/events/products/6x6-chard-pinot-try-buy

Guests are invited to join Winemaker Mackenzie over Canada Day weekend for an immersive, estate-focused tasting experience. The event features a curated flight of six Chardonnays and six Pinot Noirs, spanning past, current, and future vintages. Participants will explore the nuances of each vintage while gaining insight into vineyard practices, winemaking techniques, and the distinct terroir of Prince Edward County. The experience also offers a rare opportunity to purchase limited back vintages not typically available.

June 28, 2026 | 1:00 to 3:00 pm
Sprucewood Shores Summer Music Series
Sprucewood Shores Estate Winery, 7258 County Rd. 50 W, Harrow, ON
https://www.sprucewoodshores.com/event

Sprucewood Shores Winery presents live Sunday music weekly throughout the summer, showcasing some of the best talent from Windsor-Essex along the shores of Lake Erie. Guests are invited to relax with a glass of wine and a picnic basket while enjoying an afternoon of performances in a scenic waterfront setting. Music begins early afternoon and is complimentary for winery customers, with seating available on a first-come basis. Visitors are encouraged to bring a blanket or lawn chair, as this popular event often fills quickly.

June 28, 2026 | 11 am to 1 pm
6x6: Chard & Pinot Try & BuyForaging Lunch feat. Herbalist Danette Steele
Trail Estate Winery, 416 Benway Rd., Hillier, ON
trailestate.com/collections/events/products/plant-walk

Soil and Plants and Bugs and Wine invites guests to explore the living ecosystem behind terroir at Trail Estate Winery. Led by permaculturist and herbalist Danette Steele alongside winemaker Mackenzie Brisbois, the experience features a guided walk through local biodiversity, highlighting wild plants and their role in supporting pollinators, soil health, and vineyard vitality. Participants will learn how ecological practices shape wine production while enjoying light snacks and a specially crafted wine cocktail in a relaxed outdoor setting.

 

July 16 - 19, 2026
International Cool Climate Chardonnay Celebration
Niagara-on-the-Lake Locations
coolchardonnay.org

From July 16–19, 2026, the International Cool Climate Chardonnay Celebration (i4C) returns to beautiful Niagara-on-the-Lake. This four-day event brings together top winemakers from around the world to showcase cool-climate Chardonnay through tastings, vineyard lunches, educational seminars, and culinary pairings. Held at stunning winery venues across the region, i4C celebrates innovation, terroir, and community. Whether you're a wine enthusiast or industry expert, i4C offers unforgettable experiences in one of Canada’s premier wine destinations.
LEARN MORE

July 4, 2026
Concert Series 2026: Generation Train and Marty Allen Band
13th Street Winery, 1776 Fourth Avenue, St. Catharines
13thstreetwinery.com/booking

Bring a lawn chair or blanket, as seating is limited and cannot be reserved. Entry begins at 6:00 pm. All three concerts are available for $65 per person + HST, including general admission. A special Bistro concert menu and wine by the glass will be available. These are non-refundable, rain-or-shine events. Check-in requires the original booking email and the name of the ticket purchaser. Your confirmation email serves as your ticket.

July 5, 12 and 19, 2026 | 1:00 to 3:00 pm
Sprucewood Shores Summer Music Series
Sprucewood Shores Estate Winery, 7258 County Rd. 50 W, Harrow, ON
https://www.sprucewoodshores.com/event

Sprucewood Shores Winery presents live Sunday music weekly throughout the summer, showcasing some of the best talent from Windsor-Essex along the shores of Lake Erie. Guests are invited to relax with a glass of wine and a picnic basket while enjoying an afternoon of performances in a scenic waterfront setting. Music begins early afternoon and is complimentary for winery customers, with seating available on a first-come basis. Visitors are encouraged to bring a blanket or lawn chair, as this popular event often fills quickly.

July 17 - 19, 2026
Songwriters Festival: Nashville Takeover
Karlo Estates Winery, 561 Danforth Rd., Wellington, ON
www.karloestates.com/karlo-events/nashville-takeover

Prince Edward County has been selected from hundreds of communities across Canada to host The Nashville Takeover – Summer 2026. Over three days, top Nashville and Canadian songwriters will perform in intimate venues and unexpected spaces, focusing on authentic storytelling and connection rather than large stages. Early Black Friday tickets are now available, with a limited-time 20% discount using code NASHVILLE20 until November 30. Attendance could bring a special Nashville guest songwriter to the region.

July 18, 2026 | 12 pm
i4c: Chardonnay 3-Course Seafood Winemakers Lunch
13th Street Winery, 1776 Fourth Avenue, St. Catharines
13thstreetwinery.com/booking

i4c: Chardonnay 3-Course Seafood Winemakers Lunch at 13th Street Winery celebrates International Cool Climate Chardonnay with an elegant dining experience. Guests will enjoy a refined three-course seafood menu crafted by Chef Josh Berry, each dish thoughtfully paired with expressive Chardonnay wines. Sommelier Corinne Witusik and Winemaker Jean-Pierre Colas are joined by a special international guest winemaker (to be announced), guiding guests through each pairing. Together they share insights into winemaking, flavour profiles, and the artistry behind cool climate Chardonnay in an intimate, immersive setting.

July 25, 2026 | 5:30 to 9 pm
Smoke & Vine: Wine, BBQ & Cigar Night at Between the Lines Winery
Between the Line Family Estate Winery, 991 Four Mile Creek Road, Niagara-on-the-Lake
betweenthelineswinery.com/smoke-vine-wine-bbq-cigar-night-at-between-the-lines-winery

Between the Lines Winery invites guests to an exclusive summer evening celebrating the debut of its Reserve Vintage collection in The Big Red Barn. This special cellar release features six limited wines that have been carefully aged and are being poured publicly for the first time. Guests will enjoy five gourmet pairings by Chef Tim MacKiddie of Smoke & Barrel Niagara, guided tasting stops across the vineyard, cellar, and loft, plus live music by Anthony Abbruscato. Led by owners Greg and Yannick Wertsch, the relaxed experience also includes a commemorative wine glass to take home.

July 26, 2026 | 11:00 AM - 5:00 PM
PAWS & POURS
Cooper’s Hawk Vineyards, 1425 Iler Rd., Harrow, ON
coopershawkvineyards.com/pages/upcoming-events-at-chv

PAWS & POURS invites guests to unwind with their furry companions at a fun, family-friendly outdoor event featuring vendors, pet activities, and adoption opportunities. Leashed dogs are welcome, creating a relaxed atmosphere for animal lovers to connect and enjoy the day together. In partnership with the Windsor Essex County Humane Society, this free-admission event celebrates pets and community, offering engaging experiences for all ages while supporting animal welfare through interactive activities, local vendors, and on-site adoption awareness.

August 1, 2026
Concert Series 2026: Feverish Lemons and The Mandevilles
13th Street Winery, 1776 Fourth Avenue, St. Catharines
13thstreetwinery.com/booking

Bring a lawn chair or blanket, as seating is limited and cannot be reserved. Entry begins at 6:00 pm. All three concerts are available for $65 per person + HST, including general admission. A special Bistro concert menu and wine by the glass will be available. These are non-refundable, rain-or-shine events. Check-in requires the original booking email and the name of the ticket purchaser. Your confirmation email serves as your ticket.

August 2, 9, 16, 23 and 30, 2026 | 1:00 to 3:00 pm
Sprucewood Shores Summer Music Series
Sprucewood Shores Estate Winery, 7258 County Rd. 50 W, Harrow, ON
https://www.sprucewoodshores.com/event

Sprucewood Shores Winery presents live Sunday music weekly throughout the summer, showcasing some of the best talent from Windsor-Essex along the shores of Lake Erie. Guests are invited to relax with a glass of wine and a picnic basket while enjoying an afternoon of performances in a scenic waterfront setting. Music begins early afternoon and is complimentary for winery customers, with seating available on a first-come basis. Visitors are encouraged to bring a blanket or lawn chair, as this popular event often fills quickly.

August 22, 2026 | 5:30 to 8:30 PM
Smoke & Vine: Wine, BBQ & Cigar Night at Between the Lines Winery
Between the Line Family Estate Winery, 991 Four Mile Creek Road, Niagara-on-the-Lake
betweenthelineswinery.com/smoke-vine-wine-bbq-cigar-night-at-between-the-lines-winery

Smoke & Vine at Between the Lines Winery offers a relaxed summer evening in Niagara-on-the-Lake, bringing together wine, BBQ, cigars, and live music in a vineyard setting. Guests are welcomed with a cocktail before enjoying a BBQ dinner by Smoke & Barrel Niagara, a guided tasting of three curated wines, and a premium cigar from Havana Cigars. Live saxophone music by Glendon Smith sets the tone as visitors unwind with wine and smoky flavours at sunset. The experience also includes entry into a raffle featuring winery prizes, creating a laid-back yet elevated celebration of summer in wine country.

August 23, 2026 | 11:00 AM - 4:00 PM
ROSE ALL DAY
Cooper’s Hawk Vineyards, 1425 Iler Rd., Harrow, ON
coopershawkvineyards.com/pages/upcoming-events-at-chv

ROSE ALL DAY is a vibrant celebration featuring pink-inspired drinks, playful games, and a positivity wall filled with uplifting messages. Guests are encouraged to dress in pink for a chance to win a fabulous gift basket. This fun, feel-good experience invites attendees to sip, sparkle, and enjoy a lively social atmosphere centred on joy, connection, and good vibes. It’s a colourful gathering designed to celebrate positivity while offering a relaxed and playful way to spend time with friends.

 

September 5, 2026
Concert Series 2026: The Postmen Band (Opener TBD)
13th Street Winery, 1776 Fourth Avenue, St. Catharines
13thstreetwinery.com/booking

Bring a lawn chair or blanket, as seating is limited and cannot be reserved. Entry begins at 6:00 pm. All three concerts are available for $65 per person + HST, including general admission. A special Bistro concert menu and wine by the glass will be available. These are non-refundable, rain-or-shine events. Check-in requires the original booking email and the name of the ticket purchaser. Your confirmation email serves as your ticket.

September 5, 2026 | Noon to 5 pm
Open Celler
Trail Estate Winery, 416 Benway Rd., Hillier, ON
trailestate.com/collections/events/products/open-cellars-try-buy

Guests are invited to an exclusive annual cellar event featuring more than 40 back-vintage wines, including Chardonnay, Pinot Noir, Cabernet Franc, Riesling, orange, and sparkling selections. This rare opportunity allows attendees to explore how wines evolve over time while accessing bottles not typically available. Designed for both enthusiasts and collectors, the experience offers a unique chance to taste, compare, and stock up on exceptional vintages in a relaxed and immersive setting that only happens once each year.

September 6 and 13, 2026 | 1:00 to 3:00 pm
Sprucewood Shores Summer Music Series
Sprucewood Shores Estate Winery, 7258 County Rd. 50 W, Harrow, ON
https://www.sprucewoodshores.com/event

Sprucewood Shores Winery presents live Sunday music weekly throughout the summer, showcasing some of the best talent from Windsor-Essex along the shores of Lake Erie. Guests are invited to relax with a glass of wine and a picnic basket while enjoying an afternoon of performances in a scenic waterfront setting. Music begins early afternoon and is complimentary for winery customers, with seating available on a first-come basis. Visitors are encouraged to bring a blanket or lawn chair, as this popular event often fills quickly.

October 2026 | 6:30 – 9:30 pm
Shaw Guild Autumn Soiree
Château des Charmes, 1025 York Rd, Niagara-on-the-Lake
In Support of the Shaw Festival’s Productions and Programs
www.shawguild.ca/autumn-soiree

An elegant and fun evening of dancing to the music of Sandy Vine and the Midnights band, savouring scrumptious foods and wonderful wines and other beverages under the canopy tent at the lovely Chateau Des Charmes Winery. You can buy one ticket or more than one, as well as a limited number of ticket packages for groups of 8 people who wish to sit together. If you do want a table for 8, one person must purchase all 8 and be the “owner”. All tables are in prime location! And the tent can be heated if the weather is a little cool.

Questions can be directed by email to [email protected]
Ticket sales (online only) start July 4 until September 27. No tickets will be sold at the door.

October 2- 3, 2026
Cicada Music & Arts Festival
Henley Island Park, St. Catharines
www.cicadafestival.ca

The Cicada Music & Arts Festival is an annual celebration of Canadian music and local creativity, held on Henley Island in St. Catharines, Ontario. This two-day event features a diverse lineup of acclaimed artists such as Sam Roberts Band, Broken Social Scene, 54-40, Hollerado, Ruby Waters, and The Rural Alberta Advantage, alongside emerging talents from the Niagara region. Attendees can enjoy live performances across multiple stages, explore artisan vendors, savor local food and craft beverages, and participate in family-friendly activities. Set against the scenic backdrop of the Welland Canal, the festival fosters a vibrant community atmosphere and supports Pathstone Mental Health Foundation.

November 2026
TASTE THE SEASON
Niagara-on-the-Lake Wineries
www.wineriesofniagaraonthelake.com/experiences/taste-the-season

WEEKENDS IN NOVEMBER FROM 11 AM TO 5 PM. Enjoy Four Holiday-Inspired Food and Wine Experiences from Over Twenty Wineries.

Taste the Season is Niagara-on-the-Lake’s must-do event in November! Celebrate the season’s bounty with exceptional VQA wines and Holiday-inspired food pairings at each of our member wineries.
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November 20 - 21, 2026
Wine Fest Toronto
Exhibition Place, Heritage Court
winefesttoronto.com

Wine Fest Toronto 2026 returns November 20-21 at Heritage Court, Exhibition Place. This all-you-can-taste event features over 100 wines from renowned regions like Niagara, France, Chile, and New Zealand. Savour gourmet food pairings, enjoy live entertainment, and engage in educational seminars—all under one roof. With no drink tokens required, your ticket grants unlimited tastings throughout your session. Choose from three sessions: Friday evening, Saturday afternoon, or Saturday evening. Tickets start at $62 and are selling fast. This 19+ event is perfect for both wine enthusiasts and casual sippers.
LEARN MORE

November 2026 | 11 AM - 4 PM
The Great Grilled Cheese Extravaganza 2026
Sue-Ann Staff Estate Winery, Jordan (Lincoln)
www.sue-annstaff.com/collections/events/products/sue-anns-great-grilled-cheese-extravaganza-2025

The Great Grilled Cheese Extravaganza at Sue-Ann Staff Estate Winery celebrates the art of pairing gourmet grilled cheese sandwiches with wine. Guests are welcomed with a palate-cleansing sample of Fancy Farm Girl sparkling wine before embarking on a flavour adventure through the century home. Four stations feature inventive grilled cheese creations, each expertly paired with one of Sue-Ann’s award-winning wines for perfect balance. Tickets are \$48.53 (\$42.95+HST) per person. Event menu to be announced.

November 2026
Get Wrapped Up at Niagara Benchlands Wineries
Various Niagara Wineries
niagarabenchlandswineries.com

Niagara Benchlands Wineries are excited to bring back a seasonal tasting event, “Get Wrapped Up’”, that will put the sparkle into your holiday entertaining. This holiday-inspired tasting event will be held at 20 exceptional wineries in the Niagara Benchlands. Each will feature one of their wines paired with a festive food item.

Participating wineries are: 180 Estate Winery, Calamus Estate Winery, Cave Spring Vineyard, Commisso Estate Winery, Creekside Estate Winery, Dim Wine Co. Fielding Estate Winery, Flat Rock Cellars, Harbour Estate Winery, Henry of Pelham Family Estate Winery, Malivoire Wine Company, Niagara Custom Crush Studio, Puddicombe Estate Winery, Redstone Winery, Ridgepoint Wines, Sue-Ann Staff Estate Winery, Thirty Bench Wine Makers, Vieni Estates, Vineland Estates and Wending Home Winery.

November 2026
2026 Ice Ice Gala
Chateau Le Jardin, 8440 Hwy 27, Woodbridge, ON
In Support of G. Magnotta Lyme Disease Research Lab 
www.gmagnottafoundation.com/events

Experience the elegance of the 2025 Ice Ice Gala at Château Le Jardin in Woodbridge on November 21, 2025. This dazzling evening celebrates generosity and philanthropy in support of the G. Magnotta Foundation and the groundbreaking research at the G. Magnotta Lyme Disease Research Lab at the University of Guelph. Enjoy fine dining, entertainment, and an inspiring atmosphere while making a difference. Secure your tickets and be part of this extraordinary event!

November 2026
EPIC Taste of the Season
Lake Erie North Shore Wineries
epicwineries.com/event/epic-taste-of-the-season-2025

Enjoy the spirit of the season in EPIC wine country! Discover unique gifts, delicious local wines, and cheerful festivities at each of our participating wineries. Wineries are collecting canned goods and donations for local food banks.

December 2026
Holiday Market
Niagara Pumphouse Art Centre, Niagara-On-The-Lake
niagarapumphouse.ca/events/holiday-market

The holiday market features a wide range of one-of-a-kind, handmade holiday gifts, ornaments, and decor by artisans. Christmas trees in our spacious Walker Room gallery will be decorated with handmade ornaments and products available for purchase.

November 2026
16TH ANNUAL HOLIDAY MARKET
Niagara Falls Convention Centre
www.handmademarket.ca

The main attraction of this boutique market is the hand-crafted products created by artisans from across Ontario, Quebec and Canada’s East Coast.

December 31, 2026 | 7:00 pm – 12:30 am
New Year’s Eve 2027 at Peller Estates – Back to the Eighties!
Peller Estates Winery And Restaurant, John Street East, Niagara-on-the-Lake
www.mywinecountry.com/on/new-year-s-eve-2025-back-to-the-eighties.html

Ring in the new year in a retro style at Peller Estates Winery & Restaurant’s annual New Year’s Eve celebration in their stunning Barrel Cellar!  Get ready to dine, drink, dance, and toast to 2026 with a night full of nostalgia.

logo-icewine

January 2027
ICEWINE DISCOVERY PASS presented by CAA Travel
Various Niagara Wineries
niagarawinefestival.com/ice-wine-discovery-pass

Uncover the wonders of Niagara’s winter wine country through our Icewine Discovery Pass program! Indulge in the region’s celebrated “liquid gold” dessert wine, famed for its intense flavours and unparalleled smoothness. Enjoy celebrating this exquisite delicacy, as Ontario stands as one of the few places in the world where it flourishes year after year. Delight in six unforgettable seasonal tasting experiences at some of Niagara’s top wineries. It’s an adventure you won’t want to miss. Don’t miss out on their shuttle service available on Saturdays and Sundays!
LEARN MORE

January 2027
NIAGARA-ON-THE-LAKE ICEWINE VILLAGE
Heritage District, NOTL
niagarawinefestival.com

The Niagara-on-the-Lake Icewine Village transforms the Heritage District into a winter wonderland on January 2027. Celebrate Niagara’s most luxurious export with tastings from the region’s renowned wineries, paired with gourmet bites from local chefs. Stroll the charming streets, enjoy live entertainment, and experience the magic of outdoor ice bars and cozy fire pits. This signature winter festival captures the essence of Niagara-on-the-Lake’s charm while showcasing the award-winning Icewines that make the region world-famous.

January 2027 | 7:00 – 11:00 pm
COOL AS ICE GALA presented by Fallsview Casino Resort
Niagara Parks Power Station, Niagara Falls, Ontario
store.niagarawinefestival.com/product/icewine-cool-as-ice

Don’t miss out on the must-attend event, the Cool As Ice Gala, presented by Fallsview Casino Resort, taking place in the iconic Niagara Parks Power Station. Experience a delightful journey through a wide array of Niagara’s finest Icewines, perfectly paired with delectable culinary creations from the region’s top chefs. While you sip and savour these exquisite offerings, immerse yourself in the rich history of the Niagara Parks Power Station, including a fascinating 2,200-foot-long tunnel leading directly to the breathtaking Niagara Falls!

January 2027
Flavours From Our Cellar Tasting Menu
Trius Winery Restaurant,1249 Niagara Stone Rd, Niagara-on-the-Lake
www.triuswines.com/dining-events

Flavours from our Cellar presents a seven-course tasting by Executive Chef Frank Dodd, pairing seasonal cuisine with Trius VQA back-vintage wines for an immersive celebration of terroir, craftsmanship, and flavour.

January 2027
Awaken the Sense
Kacaba Vineyards Winery, 3550 King St., Lincoln
www.exploretock.com/kacabavineyards/event/580650/2026-new-year-awaken-the-senses

Celebrate the New Year with Kacaba Vineyards and Zooma Caters at an indulgent food and wine experience, pairing award-winning red wines with inventive coffee, chocolate, and cocoa–inspired dishes crafted by Chef Steve.

 

February - March 2027
Every Day is Valentine's Day: Wine & Chocolate Flight
Sue-Ann Staff Estate Winery, 3210 Staff Avenue, Jordan
www.sue-annstaff.com/collections/tasting-flights/products/everyday-is-valentines-day-wine-chocolate-flight

Indulge in a decadent wine and chocolate flight, pairing hand-selected wines with artisan sweets, inviting guests to savour flavour harmony, personalise selections, and celebrate love through delicious, thoughtful tasting moments.

February 2027
Flavours From Our Cellar Tasting Menu
Trius Winery Restaurant,1249 Niagara Stone Rd, Niagara-on-the-Lake
www.triuswines.com/dining-events

Flavours from our Cellar presents a seven-course tasting by Executive Chef Frank Dodd, pairing seasonal cuisine with Trius VQA back-vintage wines for an immersive celebration of terroir, craftsmanship, and flavour.

February 2027 | 5:30 pm
Beamsville Uncorked: A Night of Wine & Music!
Magnotta Winery, 4701 Ontario St., Beamsville
www.magnotta.com/events

Enjoy an evening of flavour and atmosphere at our refreshed Beamsville store, featuring live local music, sparkling wine, complimentary tastings and bites, exclusive shopping specials, and an in-store gift card giveaway.

This is a complimentary event. RSVP is required. Call 905-563-5313 to secure your spot. Space is limited.
Must be 19 years of age to attend, plus have a valid ID to enter.

February 2027 | Noon to 4 pm
Handmade Love Affair Market
Henry of Pelham Family Estate Winery
henryofpelham.com

Celebrate local makers at a curated market featuring artisan gifts, creative finds, and sustainably grown wines, inviting friends to sip, shop, and support regional artists in a welcoming winery setting.

February 2027 | 6 to 9 pm
Heroes of the War of 1812: A Charity Dinner with the Lord Mayor
Navy Hall, 305 Ricardo Street, Niagara-on-the-Lake
In Support of Youth Employment Opportunities at Fort George and Brock's Monument
www.notl.com/recreation-community/community-events/heroes-war-1812-charity-dinner-lord-mayor

A special charity evening supports youth employment at Fort George and Brock’s Monument, featuring a three-course dinner, Niagara-on-the-Lake wines, auction highlights, historic displays, cannon firing, and post-dinner entertainment.

February 2027
Love the Bench
Hidden Bench Estate Winery, Fielding Estate Winery, Thirty Bench Wine Makers, Peninsula Ridge Estates Winery, Organized Crime, Domaine Le Clos Jordanne, and Rosewood Winery and Meadery
grazethebench.com/events/love-the-bench

Beamsville Bench wineries celebrate winter with fireside flights, seasonal pairings, wine domes, and chef-crafted bites, inviting wine lovers to enjoy new releases, favourites, and cozy vineyard experiences.

February – March 2027
Chocolate and Cheese
Twenty Wineries, Niagara and St. Catharines
wineriesofniagaraonthelake.com/experiences/detail/chocolate-cheese

The Chocolate and Cheese event in Niagara offers a decadent pairing of artisanal chocolates and gourmet cheeses, creating a rich sensory experience that delights food lovers. It’s a must-visit for anyone looking to indulge in the region’s finest flavours. Choose Wine, Chocolate and Cheese Experiences from Twenty Wineries!

February 2027
Fall in Love: One Sip at a Time
Cave Spring Vineyard, 1B-3836 Main St., Jordan
cavespring.ca/experience/the-celebration-experience-

Celebrate Valentine’s weekend with a romantic vineyard tasting for two, featuring curated wines, shared charcuterie, indulgent chocolates, and a take-home bottle of sparkling wine to extend the experience.

February 2027
Wine & Food Seminar: Flavours of the Far East
13th Street Winery, 1776 Fourth Avenue, St. Catharines
13thstreetwinery.com/booking

Warm up this February at Flavours of the Far East, an engaging wine and food seminar led by 13th Street Sommelier Jenn, exploring fresh ingredients, vibrant spices, and creative pairing discoveries.

February - March 2027 (Weekends only)
Prince Edward County March Madness
Various PEC Wineries
www.pecmarchmaplemadness.ca

Celebrate the sweetest season at PEC March Maple Madness! Every Saturday & Sunday in March 2026, experience Prince Edward County’s finest maple syrup, delicious treats, and family-friendly activities. Visit local sugar shacks, enjoy pancake breakfasts, and savour the flavours of spring. From farm tours to maple-inspired delights, there’s something for everyone.

March 2027
Ukrainian Bench Tour
Featherstone Estate Winery, Leaning Post Wines, Rosewood Estates, and Kacaba Vineyards. Vineland
In Support of Canada-Ukraine Foundation
3common.com/event/ukrainian-bench-tour/68b9e78f5d9525bb07da518b

Celebrate Ukrainian culture and cuisine on the Ukrainian Wine Tour, enjoying tastings, traditional food pairings, and cultural experiences at four Ukrainian-owned wineries, highlighting heritage, craft, and the rich flavours of Niagara wines.
LEARN MORE

To March 2027 (Weekends only)
Prince Edward County March Madness
Various PEC Wineries
www.pecmarchmaplemadness.ca

Celebrate the sweetest season at PEC March Maple Madness! Every Saturday & Sunday in March 2026, experience Prince Edward County’s finest maple syrup, delicious treats, and family-friendly activities. Visit local sugar shacks, enjoy pancake breakfasts, and savour the flavours of spring. From farm tours to maple-inspired delights, there’s something for everyone.

March 2027
March Madness 2027
Trius Winery Restaurant, NOTL
winecountryontario.ca/events/march-madness-2026

Experience March Madness with a three-course lunch at $65, featuring Executive Chef Frank Dodd’s locally inspired dishes and Trius VQA wine specials, showcasing Niagara Wine Country’s finest flavours and terroir.

March 2027 | 2:00 to 5:00 pm
International Women's Day, Perfectly Blended
Jackson-Triggs Niagara Estate, 2145 Niagara Stone Rd, Niagara-on-the-Lake
www.greatestatesniagara.com/product/International-Women-s-Day-Perfectly-Blended

Step inside the cellar for an exclusive blending experience with Jackson-Triggs Assistant Winemaker Lauren Shields. In this engaging, small-group workshop, you’ll taste, swirl and experiment while learning how different varietals come together in harmony. Discover the nuances of aroma, structure and balance as you craft your own signature White Meritage under expert guidance. Enjoy premium VQA wines paired with cheese and charcuterie, then take home your custom blend along with a bottle of Grand Reserve White Meritage.

March 2027
Fabulicious
Peller Estates Winery, 290 John St E, Niagara-on-the-Lake
winecountryontario.ca/events/mywinecountry-fabulicious-2026

From March 13th to 22nd, 2026, Peller Estates is delighted to offer Chef Jason Parsons’ farm-to-table inspired three-course choice menu at a special price of $75 per guest. Taste and learn about Peller Estates wines by complementing each course with curated premium wine pairings for just $45 per guest. This is your chance to savour the very best of what Niagara Wine Country has to offer for a special price during myWineCountry FABULICIOUS!

March 2027
French Bistro Classics Dinner
The Oaklands at Riverbend Inn & Vineyard, 16104 Niagara Pkwy, Niagara-on-the-Lake
www.mywinecountry.com/on/the-oaklands-winter-dinner-series.html#2026-3-27

Experience the Winter Dinner Series at Oaklands with Chef Jason Parsons, enjoying a four-course French-inspired menu, wine pairings, interactive culinary insights, a sparkling reception, and a themed take-home wine bottle.

 

April 2027
Cocoa Creations | Easter Chocolate Workshop
Domaine Le Clos Jordanne, 4260 Mountainview Rd, Beamsville
www.greatestatesniagara.com/product/Cocoa-Creations-LCJ-Easter-Workshop

Celebrate the season at Cocoa Creations | Easter Chocolate Workshop at Domaine Le Clos Jordanne in Beamsville. This adults-only (19+) experience invites guests to paint an edible chocolate canvas in soft pastel hues with elegant gold accents, guided by the experts from Time for Chocolate. Enjoy a glass of estate wine and curated sweet and savoury bites while crafting your festive creation to take home. Spaces are limited.

April 2027 (Weekends Only!)
Sip, Savour & Sparkle
Various Niagara and Niagara-on-the-Lake Wineries
niagarawinefestival.com/springsparkles-discovery-pass-2

Spring is in the air, and so are the bubbles! Get ready for a one-of-a-kind wine country adventure with the Spring Sparkles Discovery Pass—your ultimate ticket to discovering Fizzy Faves from top VQA sparkling wine producers. Paired with bold, chef-crafted bites, this is no ordinary tasting experience.

April 2027
Annual White Wine Sale
Reif Estate Retail Boutique, 15608 Niagara Parkway, Niagara-on-the-Lake (and online)
reifwinery.com/pages/events

Celebrate spring with Reif Estate’s white wines, featuring limited-time boutique and online offers, special bottle pricing, exclusive case deals, and convenient delivery for bright, refreshing seasonal sipping.

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Whether you’re a seasoned wine enthusiast or a casual visitor looking for a weekend escape, Ontario’s wine country has something special to offer. So, raise a glass to adventure, indulge in the flavours of the region, and create lasting memories with every sip. Start planning your journey today and experience the best that Ontario wine country has to offer. Cheers!

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