2026 Festivals and Events in Oakville, Ontario and Surrounding Area
Oakville, Ontario, is a vibrant town known for its rich cultural heritage and a strong sense of community, making it a hub for festivals and events throughout the year. Nestled between the shores of Lake Ontario and a thriving urban landscape, Oakville offers a unique blend of natural beauty and modern amenities, which serve as the perfect backdrop for its diverse range of community gatherings. From lively music festivals that draw crowds from across the region to family-friendly events that celebrate the town’s history and traditions, Oakville’s calendar is always filled with opportunities for residents and visitors to come together and enjoy the town’s dynamic spirit.
One of the defining features of Oakville’s festival scene is its ability to cater to all ages and interests. Whether you’re a foodie looking to explore local culinary delights, a culture enthusiast eager to experience world-class art, or a family in search of fun-filled activities, Oakville has something for everyone. The town’s commitment to fostering a strong sense of community is evident in the way these events are organized, often bringing together local businesses, artists, and volunteers to create memorable experiences. Oakville’s festivals and community events not only celebrate the town’s unique character but also reinforce the bonds that make it such a special place to live and visit.
The surrounding Halton Region adds to the appeal with events like the Milton Fall Fair, ensuring there’s always something happening just a short drive away. From music and food to art and family fun, Oakville and its neighbouring communities offer a dynamic calendar of events that celebrate the region’s vibrant culture and community spirit. Don’t miss the chance to explore!
The following festivals and events are presented at various locations in Oakville and the surrounding area.
Festivals and Community Events in Oakville, Ontario
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May 9, 2026 | 6:30 p.m. - 9:00 p.m.
Pasta Making with Chef Enzo Campisi
Mercato Sociale, 257 Lakeshore Rd E, Oakville
www.mercatosociale.ca/cooking-class/p/mothers-day-pasta-making-with-chef-enzo-campisi-friday-may-8th-2026-630pm-900pm
Celebrate Mother’s Day on May 9, 2026, with a hands-on pasta making class at Mercato Sociale. Guided by Chef Enzo Campisi, guests will learn to craft tortelloni and cavatelli from scratch. Enjoy a pizza tasting, wine, and a shared meal featuring your handmade creations. This welcoming evening blends food, learning, and connection—perfect for creating meaningful memories with family and friends.
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May 13, 2026 | 5:00 p.m. - 7:00 p.m.
An Evening Without Sight - Dining in the Dark for Dog Guides
152 Wilson Street, Oakville
In Support of Pet Valu Walk for Dog Guides
www.eventbrite.ca/e/an-evening-without-sight-dining-in-the-dark-for-dog-guides-tickets-1984885639379
Experience a unique Dining in the Dark event in Oakville at 152 Wilson Street, hosted by the Lions Foundation of Canada Dog Guides. Enjoy a sensory-focused spaghetti and meatballs dinner in complete darkness, relying on taste, smell, and touch. This immersive evening raises awareness and funds through the Pet Valu Walk for Dog Guides, supporting life-changing Dog Guides for Canadians living with disabilities.
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May 28, 2026 | 4:00 -5:00 pm
Little Artist in Partnership with Oakville Public Library
Oakville Galleries, 308 Lakeshore Rd E, Oakville
www.oakvillegalleries.com/little_artists
Little Artists at Oakville Galleries invites families to explore creativity through monthly, hands-on workshops combining art-making and storytelling. Designed for children and their caregivers, each session encourages experimenting with materials and techniques in a welcoming gallery environment. Free to attend with pre-registration, workshops take place on Thursdays from 4:00–5:00 PM at Gairloch Gardens, Oakville. By blending visual arts with literary stories, the programme fosters imagination, creative confidence, and meaningful family connections, making art accessible and enjoyable for all ages.
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To May 24, 2026 | 10:00 am - 5:00 pm
Les Fleurs du Mal Group Exhibition
Gairloch Gardens, 1306 Lakeshore Road East, Oakville & Centennial Square, 120 Navy Street, Oakville
www.oakvillegalleries.com/les_fleurs_du_mal
Featuring artists Abbas Akhavan, Lili Huston-Herterich, Sukaina Kubba, Jeremy Laing, Jenine Marsh, Diyar Mayil, Marisa Portolese, Swapnaa Tamhane, and Aimée Zito Lema, Les Fleurs du Mal explores flowers, gardens, and remembrance. The exhibition reflects on life’s fragility, using floral symbolism to examine grief, beauty, and transformation. Gardens emerge as spaces of contradiction—both sanctuary and control—blurring nature and artifice. Inspired by Baudelaire’s work, the show questions how pain, longing, and human experience can shape meaning and imagined futures.
May 2 - November 28, 2026 | 8:00 a.m. to 1:30 p.m. (Saturdays)
Dorval Crossing Civitan Farmer’s Market
Dorval Crossing East Plaza at the Southeast corner of North Service Rd. W. and Dorval Dr.
www.oakvillefarmersmarket.ca
What started as a little farmer’s market at Hopedale Mall in 1979 has now become the Town of Oakville’s longest-running outdoor market and a must-visit destination for locals and tourists across the Golden Horseshoe. For 44 years, the Civitan Club of Oakville has operated this market with proceeds used in support of community charities.
May 7, 2026 | 5:30 p.m. - 8:30 p.m.
Memories of Old Grumpy Vlad - Photography Art Exhibition
Savvy Art, 33 Shepherd Rd, Unit 100, Oakville
www.savvyartmarket.com/vladimir-kabelik
This exhibition presents the final body of work by Vladimir Kabelik, a celebrated Canadian photographer and filmmaker, marking the close of his remarkable career. Known for his dark, dynamic imagery, Kabelik’s photographs reveal a quiet search for inner peace and reflection. Often described as “dark peace stills,” the collection contrasts with his cinematic work, offering a more personal perspective. Visitors can explore archival prints and experience a lifetime of visual storytelling. Admission is free, and all are welcome.
May 8, 2026 | 8:30 a.m. - 2:00 p.m.
The Cardiac Cup
Glen Abbey Golf Club, 1333 Dorval Dr, Oakville
www.eventbrite.ca/e/the-cardiac-cup-tickets-1984933721193
The Cardiac Cup brings together young professionals and golf enthusiasts for a memorable day at Glen Abbey Golf Club in Oakville, all in support of heart and stroke research. Hosted by Heart & Stroke Young Leaders, the event features an 18-hole scramble tournament suitable for all skill levels. Participants can enjoy post-round food and drinks, prizes, raffle draws, and networking opportunities, making it a meaningful and engaging way to give back while experiencing one of Canada’s most iconic courses.
May 9, 2026 | 10:00 a.m. - 5:00 p.m.
Gluten Free Bazaar
Oakville Place, 240 Leighland Ave, Oakville
mosaicfoundation.ca/events-2026
The Gluten Free Bazaar 2026 promises a vibrant, family-friendly experience filled with delicious discoveries. Visitors can explore a diverse range of gluten-free foods, enjoy interactive activities for children, and learn more about gluten-free living. Designed to raise awareness while celebrating flavour and community, the event offers something for all ages. With free admission, it invites everyone to browse, taste, and connect in a welcoming atmosphere focused on healthier choices and inclusive dining options.
May 23, 2026 | Starts at 9:45 a.m.
Run for Women
Bronte Creek Provincial Park, 1219 Burloak Dr, Oakville
In Support of Halton Healthcare Women and Girls’ Mental Health Programs
oakvillehospitalfoundation.com/events/run-for-women
Join the Shoppers Drug Mart Run for Women at Bronte Creek Provincial Park, a community event dedicated to supporting women’s mental health programs at Oakville Trafalgar Memorial Hospital. Participants are invited to walk, run, or cheer, making it an inclusive experience for all ages and abilities. More than a race, it is a celebration of women, families, and mental well-being. Every step helps fund vital services that provide essential mental health support within the local community.
May 29 - 31, 2026
Eid Expo
Sheridan College, 1430 Trafalgar Rd, Oakville
visitoakville.com/events/eid-expo
Eid Expo is a vibrant marketplace celebrating Eid through culture, shopping, and family-friendly experiences. Hosted at Sheridan College in Oakville, the event brings together businesses, artisans, food vendors, and community organizations in a lively and welcoming setting. Visitors can explore unique products, enjoy diverse cuisine, and engage with local entrepreneurs and cultural exhibitors. Attracting thousands of guests, Eid Expo offers a dynamic platform to shop, connect, and celebrate community spirit and tradition.
May 24, 2026 | 11 am - 4 pm
NORTHEAST OAKVILLE FAIR
Glenashton Park, 1051 Glenashton Dr, Oakville
ne.oakvillefair.ca
Northeast Oakville Fair at Glenashton Park in Oakville delivers community fun, family activities, local vendors, entertainment, and a lively atmosphere celebrating neighbourhood spirit and togetherness for all ages and visitors.
May 31, 2026 | 11:00 a.m. - 4:00 p.m.
Oakville Travel & Leisure Expo
Hilton Garden Inn, 2774 South Sheridan Way, Oakville
oakvilletravelexpo.info
Oakville Travel & Leisure Expo at Hilton Garden Inn in Oakville brings together travel professionals and enthusiasts for networking, destination discovery, expert insights, and immersive experiences showcasing global travel opportunities under one roof.
June 4, 2026 | 5:00 p.m. – 8:00 p.m.
Summer in the Square 2026
Towne Square, 94 George St., Oakville
everyavenue.ca/summer-in-the-square-2026
Free community evening at Towne Square featuring live music by Silmaril, local vendors, and a relaxed summer atmosphere, all in support of the Humane Society of Oakville, Milton and Halton.
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June 7, 2026 | 10:00 a.m. - 3:00 p.m.
Halton-Peel Gutsy Walk
Bronte Heritage Waterfront Park, 2340 Ontario Street, Oakville
crohnsandcolitiscanada.akaraisin.com/ui/gutsywalk2026/g/Halton
Celebrate community and courage at the Halton-Peel Gutsy Walk featuring live music, family activities, barbecue, and a meaningful community walk supporting Crohn’s & Colitis Canada and those affected by digestive diseases.
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June 8, 2026 | 6 to 9 p.m.
Battle of the Chefs 2026: A Culinary Showdown for a Cause
Oakville Conference & Banquet Centre, 2515 Wyecroft Rd, Oakville
In Support of Food4Kids Halton Programs
The 7th Annual Battle of the Chefs brings gourmet tastings, desserts, raffles and community spirit together in support of Food4Kids Halton’s mission to help children facing food insecurity across the region.
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June 13, 2026
Hockey Helps the Homeless: Oakville Street Hockey Tournament
Sheridan College, 1430 Trafalgar Rd, Oakville
hhth.akaraisin.com/ui/HHTHxHockeyfest
Join the Hockey Helps the Homeless Oakville Street Hockey Tournament for a fun-filled day of games, team spirit, activities, and community support while raising awareness for homelessness initiatives in Oakville.
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June 17 - 27, 2026
Oakville Festivals of Film and Art
Multiple locations around Oakville
visitoakville.com/events/2025-oakville-festivals-of-film-and-art
Join the 2026 Oakville Festivals of Film and Art from June 17–27, 2026, across multiple Oakville locations. Enjoy ten days of film screenings, gala premieres, workshops, panels, and Q&As featuring local, Canadian, and international filmmakers. Engage with documentaries, shorts, and feature films spanning diverse genres, and take part in industry networking sessions. OFFA offers a rich, inclusive celebration of creativity, storytelling, and community connection—perfect for film lovers, artists, and audiences of all ages.
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June 21, 2026 | Starts at 8:00 a.m.
Bronte Harbour Classic
Bronte Harbour Park, Lakeshore Rd W, Oakville
tapegeeks.com/pages/bronte-harbour-classic-5-10k-race
In Support of Oakville Dads Charity
Celebrate Father’s Day at the Bronte Harbour Classic 5K on June 21, 2026, in Oakville! Join the scenic 5K run or 1K Kids Fun Run with finisher medals, race swag, and chip timing. Enjoy a lively festival featuring live music, local food vendors, kids’ activities, and family entertainment. Perfect for runners, families, and spectators alike, this inaugural event combines fitness, community spirit, and fun by the beautiful Bronte Harbour waterfront.
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June 25, 2026 | 4:00 -5:00 pm
Little Artist in Partnership with Oakville Public Library
Oakville Galleries, 308 Lakeshore Rd E, Oakville
www.oakvillegalleries.com/little_artists
Little Artists at Oakville Galleries invites families to explore creativity through monthly, hands-on workshops combining art-making and storytelling. Designed for children and their caregivers, each session encourages experimenting with materials and techniques in a welcoming gallery environment. Free to attend with pre-registration, workshops take place on Thursdays from 4:00–5:00 PM at Gairloch Gardens, Oakville. By blending visual arts with literary stories, the programme fosters imagination, creative confidence, and meaningful family connections, making art accessible and enjoyable for all ages.
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June 26 - 28, 2026
Oakville Family Ribfest
Sheridan’s Trafalgar Campus, 1430 Trafalgar Rd.
www.oakvillefamilyribfest.com
Held annually in the summer, this festival features ribbers from across North America, live entertainment, a beer garden, and activities for kids. It’s a popular event that attracts both locals and visitors. This year, the Rotary Club of Oakville Trafalgar has joined forces with the Oakville Lions Club to host Ribfest at the beautiful Sheridan College campus on Trafalgar Road. This expansive paved site means we have more ribs, more music, more things to see and do, more fun for the kids, more sweet treats, and more enjoyment with friends and family all weekend long.
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June 5, 2026 (rain date is June 12) | 7 pm
OFFA Movie Under the Stars 2026
Bronte Heritage Waterfront Park
bronte-village.ca/whats-happening-in-bronte
OFFA Movie Under the Stars offers a free outdoor screening at Bronte Heritage Waterfront Park, bringing community together for a relaxed evening of film, friends, and summer entertainment under the night sky.
June 6, 13, 20, 27, 2026 | 8:00 a.m. to 1:30 p.m.
Dorval Crossing Civitan Farmer’s Market
Dorval Crossing East Plaza at the Southeast corner of North Service Rd. W. and Dorval Dr.
www.oakvillefarmersmarket.ca/farmers-market
What started as a little farmer’s market at Hopedale Mall in 1979, has now become the Town of Oakville’s longest-running outdoor market and a must-visit destination for locals and tourists across the Golden Horseshoe. For 44 years, the Civitan Club of Oakville has operated this market with proceeds used in support of community charities.
June 7, 2026 | 12:00 p.m. - 4:30 p.m.
Mayor's Historical Picnic
Lakeside Park, 144 Front St, Oakville
www.oakvillehistory.org/activities/mayors-historical-picnic
The annual Mayor’s Historical Picnic offers family-friendly fun with live music, dance performances, crafts, games, and community activities, inviting visitors to relax outdoors and celebrate Oakville’s rich local history together.
June 11, 2026 | 7:00 p.m. - 9:30 p.m.
The Sororum Presents: An Evening at Erchless Estate
114 King Street, Oakville
www.eventbrite.ca/e/the-sororum-presents-an-evening-at-erchless-estate-tickets-1988630855421
The Sororum presents an intimate evening at Erchless Estate featuring garden gatherings, private museum tours, meaningful conversations, curated refreshments, and inspiring stories celebrating women’s history, connection, and Oakville’s cultural heritage.
June 13, 2026 | 10:00 a.m. - 3:00 p.m.
Knot Just a Knit in Public Day
Bronte Creek Provincial Park, 1219 Burloak Dr, Oakville
www.ontarioparks.ca/park/brontecreek/events
Join Bronte Creek Provincial Park on June 13, 2026, from 10:00 AM to 3:00 PM for World Wide Knit in Public Day. All fibre arts are welcome, including knitting, sewing, quilting, crocheting, weaving, spinning, and hooking. Enjoy workshops, demonstrations, and a marketplace featuring fibre, tools, and finished products. Bring your WIPs, a folding chair, and snacks for a fun, creative day outdoors. Park permits are required, and the park also offers trails, farms, disc golf, and open fields for family fun.
June 19 and 26, 2026 | 6:30 p.m. - 9:30 p.m.
Bronte’s Dominican Bachata Party 2026
Bronte Market Square – 2445 Lakeshore Rd W, Oakville
visitoakville.com/events/brontes-dominican-bachata-party-2026
Bachata Nights at Bronte Market Square brings free summer dance evenings filled with music, energy, and community fun, featuring lively Bachata instruction and entertainment led by the talented Tiana Adames.
June 20, 2026
Ride for Dog Guides
Starting at 152 Wilson St, Oakville
In Support of Lions Foundation of Canada Dog Guides
events.dogguides.com/event/ride
The Motorcycle Ride for Dog Guides features a scenic three-hour journey from Oakville to Breslau, paired with live music, barbecue, and community spirit while raising funds for Canadians living with disabilities.
June 20, 2026 | 11:30 a.m. - 4:30 p.m.
Annual Charity 3v3 Basketball Tournament
Kings Court Oakville, 2450 Bristol Cir Unit 1, Oakville
In Support of Halton Children’s Aid
visitoakville.com/events/annual-charity-3v3-basketball-tournament
The Annual Charity 3v3 Basketball Tournament at Kings Court Oakville brings youth players together for competitive games, prizes, contests, food, raffles, and community fundraising supporting a meaningful charitable cause.
June 21, 2026 | 8:00 a.m. - 3:00 p.m.
Bronte Harbour Classic
Bronte Harbour Park, Lakeshore Rd W, Oakville
In Support of the Oakville Dads Community Fund
www.bronteharbourclassic.com
Celebrate Father’s Day at the inaugural Mercedes-Benz Oakville Bronte Harbour Classic 5K featuring a Kids 1K, waterfront race, live music, family festival, vendors, prizes, food trucks, and community fun.
July 1–12, 2026
Oakville Asian Night Market
Sheridan College Trafalgar Campus P1, 1430 Trafalgar Rd,
nightmarkets.ca/event/oakville-asian-night-market-2026
The Oakville Asian Night Market brings Asian street food, cultural entertainment, artisan vendors, and family-friendly experiences together, creating a vibrant multicultural summer festival celebrating community, flavour, and diversity in Halton Region.
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July 11 – 1 2, 2026
Oakville Food Truck Festival
Bronte Heritage Waterfront Park, Oakville
www.canadianfoodtruckfestivals.com/oakville
The Oakville Food Truck Festival returns for a lively two-day celebration packed with flavour and fun. Featuring 30 food trucks serving diverse eats from across the country, the event also offers free admission, children’s games, local performers, and refreshing drinks. Bring friends and family to enjoy great food, entertainment, and a welcoming community atmosphere all weekend long.
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July 24 - 26, 2026
Oakville Latino Festival
Bronte Heritage Waterfront Park
www.oakvillelatinofestival.com
Oakville Latino Festival returns to the scenic waterfront setting of Bronte Heritage Waterfront Park for a vibrant weekend celebrating Latin American culture, music, cuisine and community spirit. Running daily from 10:00 a.m. to 10:00 p.m., the festival transforms the popular lakeside park into a lively cultural gathering filled with rhythm, flavour and family-friendly activities.
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July 4, 11, 18, 25, 2026 | 8:00 a.m. to 1:30 p.m.
Dorval Crossing Civitan Farmer’s Market
Dorval Crossing East Plaza at the Southeast corner of North Service Rd. W. and Dorval Dr.
www.oakvillefarmersmarket.ca/farmers-market
What started as a little farmer’s market at Hopedale Mall in 1979, has now become the Town of Oakville’s longest-running outdoor market and a must-visit destination for locals and tourists across the Golden Horseshoe. For 44 years, the Civitan Club of Oakville has operated this market with proceeds used in support of community charities.
July 3, 10, 17, 24 and 31, 2026 | 6:30 p.m. - 9:30 p.m.
Bronte’s Dominican Bachata Party 2026
Bronte Market Square – 2445 Lakeshore Rd W, Oakville
visitoakville.com/events/brontes-dominican-bachata-party-2026
Bachata Nights at Bronte Market Square brings free summer dance evenings filled with music, energy, and community fun, featuring lively Bachata instruction and entertainment led by the talented Tiana Adames.
August 3, 2026 - 10:00 AM - 5:00 PM
Art in the Park 2026
Bronte Heritage Waterfront Park, 2340 Ontario Street, Oakville
artintheparkoakville.com
Join Art in the Park 2026 on August 3, 2026, from 10:00 AM to 5:00 PM at Bronte Heritage Waterfront Park (Bronte Road & Ontario Street). Enjoy a full day of art, music, live performances, and family-friendly workshops, featuring local and regional artists in painting, sculpture, ceramics, jewellery, and more. Browse unique creations, participate in interactive activities, savour delicious food from local vendors, and relax by the scenic waterfront. This free festival celebrates creativity, community, and culture for all ages.
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August 1, 8, 15, 22, 29, 2026 | 8:00 a.m. to 1:30 p.m.
Dorval Crossing Civitan Farmer’s Market
Dorval Crossing East Plaza at the Southeast corner of North Service Rd. W. and Dorval Dr.
www.oakvillefarmersmarket.ca/farmers-market
What started as a little farmer’s market at Hopedale Mall in 1979, has now become the Town of Oakville’s longest-running outdoor market and a must-visit destination for locals and tourists across the Golden Horseshoe. For 44 years, the Civitan Club of Oakville has operated this market with proceeds used in support of community charities.
August 7, 14, 21 and 28, 2026 | 6:30 p.m. - 9:30 p.m.
Bronte’s Dominican Bachata Party 2026
Bronte Market Square – 2445 Lakeshore Rd W, Oakville
visitoakville.com/events/brontes-dominican-bachata-party-2026
Bachata Nights at Bronte Market Square brings free summer dance evenings filled with music, energy, and community fun, featuring lively Bachata instruction and entertainment led by the talented Tiana Adames.
August 29, 2026 | 3:00 p.m. - 11:00 p.m.
CRAFT Live-Afro Caribbean Canadian Waterfront Fete
Bronte Heritage Waterfront Park, 2340 Ontario St, Oakville
visitoakville.com/events/craft-live-afro-caribbean-canadian-waterfront-fete-6
Celebrate the vibrant contributions of African, Caribbean, and Black Canadians with live music, DJs, vendors, dancing, and family-friendly fun featuring Soca, Reggae, Afro Beats, Jazz, Funk, Soul, and more.
September 12 – 13, 2026 | 10 am – 4 pm
NewBARKet Presented by Global Pet Foods
Ray Twinney Recreation Complex Parking Lot (100 Eagle Street West)
www.newmarket.ca/community-and-culture/events-meetings/2026-09-12-newbarket-presented-by-global-pet-foods
NewBARKet 2026 is a dog-focused festival featuring pet vendors, entertainment, dock diving, agility courses, family activities, food, and charity booths, celebrating the bond between dogs and their owners.
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September 20, 2026 | 9:00 a.m. - 4:00 p.m
British Car Day 2-26
Bronte Creek Provincial Park, 1219 Burloak Drive, Oakville
britishcarday.com/BCD
British Car Day 2026 returns to Oakville with hundreds of classic British vehicles, automotive vendors, club displays, and family-friendly fun at scenic Bronte Creek Provincial Park this September.
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September 23, 2026 - January 17, 2027
World of Threads Festival 2026
Queen Elizabeth Park Community and Cultural Centre, 2302 Bridge Rd., Oakville
worldofthreadsfestival.com
World of Threads Festival 2026 showcases extraordinary contemporary fibre and textile art from international artists through immersive exhibitions, installations, and creative storytelling at Oakville’s Queen Elizabeth Park Community Centre.
LEARN MORE
September 24, 2026 | 4:00 -5:00 pm
Little Artist in Partnership with Oakville Public Library
Oakville Galleries, 308 Lakeshore Rd E, Oakville
www.oakvillegalleries.com/little_artists
Little Artists at Oakville Galleries invites families to explore creativity through monthly, hands-on workshops combining art-making and storytelling. Designed for children and their caregivers, each session encourages experimenting with materials and techniques in a welcoming gallery environment. Free to attend with pre-registration, workshops take place on Thursdays from 4:00–5:00 PM at Gairloch Gardens, Oakville. By blending visual arts with literary stories, the programme fosters imagination, creative confidence, and meaningful family connections, making art accessible and enjoyable for all ages.
LEARN MORE
September 4 and 11, 2026 | 6:30 p.m. - 9:30 p.m.
Bronte’s Dominican Bachata Party 2026
Bronte Market Square – 2445 Lakeshore Rd W, Oakville
visitoakville.com/events/brontes-dominican-bachata-party-2026
Bachata Nights at Bronte Market Square brings free summer dance evenings filled with music, energy, and community fun, featuring lively Bachata instruction and entertainment led by the talented Tiana Adames.
September 5, 12, 19, 26, 2026 | 8:00 a.m. to 1:30 p.m.
Dorval Crossing Civitan Farmer’s Market
Dorval Crossing East Plaza at the Southeast corner of North Service Rd. W. and Dorval Dr.
www.oakvillefarmersmarket.ca/farmers-market
What started as a little farmer’s market at Hopedale Mall in 1979, has now become the Town of Oakville’s longest-running outdoor market and a must-visit destination for locals and tourists across the Golden Horseshoe. For 44 years, the Civitan Club of Oakville has operated this market in with proceeds used in support of community charities.
September 11 - 13, 2026
Kerrfest & Kerrfest Kids 2026
Westwood Park, 173 Kerr St.
kerrfest.ca
Kerrfest & Kerrfest Kids 2026 returns in Westwood Park with live music, local food vendors, sponsor booths, and family-friendly activities, including musical characters, kids entertainment, and a vibrant community market.
September 18 - October 04, 2026
Culture Days 2026
Across Oakville
culturedays.ca/en
Celebrate creativity during Culture Days, a nationwide arts and culture festival featuring free interactive events, performances, workshops, and behind-the-scenes experiences that connect communities through artistic expression across Canada both online and in-person.
September 19, 2026 | 11:00 a.m. - 7:00 p.m.
Asian Heritage Festival 2026
Fowley Park, 95 Fowley Dr, Oakville
visitoakville.com/events/asian-heritage-festival-2026
Celebrate community and culture with the Halton Asian Heritage Society at Fowley Park featuring live entertainment, food trucks, local vendors, games, cultural exhibits, and free family-friendly activities for all ages.
September 26, 2026
Harvest Festival
Bronte Creek Provincial Park
www.ontarioparks.ca/park/brontecreek/events
Experience harvest season at Bronte Creek Provincial Park’s Spruce Lane Farm with historic farmhouse tours, pumpkin picking, cider pressing, wagon rides, heritage demonstrations, and family-friendly hands-on farm activities.
To January 17, 2027
World of Threads Festival 2026
Queen Elizabeth Park Community and Cultural Centre, 2302 Bridge Rd., Oakville
worldofthreadsfestival.com
World of Threads Festival 2026 showcases extraordinary contemporary fibre and textile art from international artists through immersive exhibitions, installations, and creative storytelling at Oakville’s Queen Elizabeth Park Community Centre.
LEARN MORE
October 29, 2026 | 4:00 -5:00 pm
Little Artist in Partnership with Oakville Public Library
Oakville Galleries, 308 Lakeshore Rd E, Oakville
www.oakvillegalleries.com/little_artists
Little Artists at Oakville Galleries invites families to explore creativity through monthly, hands-on workshops combining art-making and storytelling. Designed for children and their caregivers, each session encourages experimenting with materials and techniques in a welcoming gallery environment. Free to attend with pre-registration, workshops take place on Thursdays from 4:00–5:00 PM at Gairloch Gardens, Oakville. By blending visual arts with literary stories, the programme fosters imagination, creative confidence, and meaningful family connections, making art accessible and enjoyable for all ages.
LEARN MORE
October 3, 2026 | 10:00 a.m. - 3:00 p.m.
Hand Made Craft Market
Bronte Creek Provincial Park, 1219 Burloak Dr, Oakville
visitoakville.com/events/hand-made-craft-market
Presented by the Friends of Bronte Creek, this charming market features handmade crafts, jewellery, pottery, soaps, knitting accessories, and sweet treats with hot beverages served at the Friends Café.
October 3, 10, 17, 24, 31, 2026 | 8:00 a.m. to 1:30 p.m.
Dorval Crossing Civitan Farmer’s Market
Dorval Crossing East Plaza at the Southeast corner of North Service Rd. W. and Dorval Dr.
www.oakvillefarmersmarket.ca/farmers-market
What started as a little farmer’s market at Hopedale Mall in 1979, has now become the Town of Oakville’s longest-running outdoor market and a must-visit destination for locals and tourists across the Golden Horseshoe. For 44 years, the Civitan Club of Oakville has operated this market in with proceeds used in support of community charities.
October 4, 2026 | Starting at 7:30 a.m.
Oakville 21.1 Half Marathon, 10km and 5km
Shell Park, 3307 Lakeshore Rd W, Oakville
raceroster.com/events/2026/111687/oakville-211
Enjoy a fast, flat lakeside race through Oakville’s scenic neighbourhoods and waterfront parks, featuring a picturesque route from Shell Park through Tannery Park before returning for family-friendly finish line celebrations.
October 22 - 24, 2026 | 5:00 p.m. - 9:00 p.m.
The Wearable Art Show Gala Evening
St Volodymyr Cultural Centre, 1280 Dundas St W, Oakville
thewearableartshow.com
Discover Canada’s premier wearable art show featuring fashion, jewellery, and textile designers, plus wine, nibbles, runway presentations, and one-of-a-kind Canadian-made pieces with free parking and re-entry included.
To January 17, 2027
World of Threads Festival 2026
Queen Elizabeth Park Community and Cultural Centre, 2302 Bridge Rd., Oakville
worldofthreadsfestival.com
World of Threads Festival 2026 showcases extraordinary contemporary fibre and textile art from international artists through immersive exhibitions, installations, and creative storytelling at Oakville’s Queen Elizabeth Park Community Centre.
LEARN MORE</a
November 26, 2026 | 4:00 -5:00 pm
Little Artist in Partnership with Oakville Public Library
Oakville Galleries, 308 Lakeshore Rd E, Oakville
www.oakvillegalleries.com/little_artists
Little Artists at Oakville Galleries invites families to explore creativity through monthly, hands-on workshops combining art-making and storytelling. Designed for children and their caregivers, each session encourages experimenting with materials and techniques in a welcoming gallery environment. Free to attend with pre-registration, workshops take place on Thursdays from 4:00–5:00 PM at Gairloch Gardens, Oakville. By blending visual arts with literary stories, the programme fosters imagination, creative confidence, and meaningful family connections, making art accessible and enjoyable for all ages.
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November 7, 2026 | Starts 10:00 a.m.
Oakville Remembrance Trail Run
Start and End at Upper Middle Park, 207 McCraney St W, Oakville
ortr.ca/2026-event-details
The Oakville Remembrance Trail Run combines scenic Lions Valley trails with meaningful community support for veterans and first responders through 5 km and 11 km runs benefiting Wounded Warriors Canada.
November 7, 14, 21, 28, 2026 | 8:00 a.m. to 1:30 p.m.
Dorval Crossing Civitan Farmer’s Market
Dorval Crossing East Plaza at the Southeast corner of North Service Rd. W. and Dorval Dr.
www.oakvillefarmersmarket.ca/farmers-market
What started as a little farmer’s market at Hopedale Mall in 1979, has now become the Town of Oakville’s longest-running outdoor market and a must-visit destination for locals and tourists across the Golden Horseshoe. For 44 years, the Civitan Club of Oakville has operated this market with proceeds used in support of community charities.
November 2026
Visit with Santa
Oakville Museum, 8 Navy St.
www.oakville.ca/parks-recreation-culture/arts-culture/oakville-museum/programs-events
30 minute sessions available between 9 a.m. to 12:30 p.m.
Ages 3 to 10. Children must be accompanied by an adult caregiver.
Don't miss Santa's special visit to the Oakville Museum! Start your adventure at Oakville's First Post Office, where you can write a letter to Santa. Then, take a tour of the Erchless Estate, beautifully decorated for Christmases past. Create magic in the Coach House before meeting Santa in his cozy sitting room. Please note that your 30-minute booking is for a visit with Santa in the Coach House. During this time, you will begin with a craft, and then Santa will welcome you for a short visit.
Caregivers are welcome to take their own photos of children with Santa.
The museum will be open from 9 a.m. to 12:30 p.m., allowing guests to enjoy all of the day's activities.
November 2026 | 1:30 to 2:30 p.m. and 3 to 4 p.m.
Winter Craft and Tour
Oakville Museum, 8 Navy St.
www.oakville.ca/parks-recreation-culture/arts-culture/oakville-museum/programs-events
Ages 4 to 5
Create a special craft with your child and enjoy a guided tour of the Oakville Museum at Erchless Estate. The program fee applies to participating children only. Children must be accompanied and assisted by an adult.
To January 17, 2027
World of Threads Festival 2026
Queen Elizabeth Park Community and Cultural Centre, 2302 Bridge Rd., Oakville
worldofthreadsfestival.com
World of Threads Festival 2026 showcases extraordinary contemporary fibre and textile art from international artists through immersive exhibitions, installations, and creative storytelling at Oakville’s Queen Elizabeth Park Community Centre.
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December 17, 2026 | 4:00 -5:00 pm
Little Artist in Partnership with Oakville Public Library
Oakville Galleries, 308 Lakeshore Rd E, Oakville
www.oakvillegalleries.com/little_artists
Little Artists at Oakville Galleries invites families to explore creativity through monthly, hands-on workshops combining art-making and storytelling. Designed for children and their caregivers, each session encourages experimenting with materials and techniques in a welcoming gallery environment. Free to attend with pre-registration, workshops take place on Thursdays from 4:00–5:00 PM at Gairloch Gardens, Oakville. By blending visual arts with literary stories, the programme fosters imagination, creative confidence, and meaningful family connections, making art accessible and enjoyable for all ages.
LEARN MORE
December 2026 | 1 to 2 p.m. and 3 to 4 p.m.
Museum Christmas Tour and Treat
Oakville Museum, 8 Navy St.
www.oakville.ca/parks-recreation-culture/arts-culture/oakville-museum/programs-events
Ages 18 and older
Step back in time this holiday season and visit the historic Erchless Estate, beautifully decorated for an 1800s Christmas. Enjoy a wide variety of decorations, including fanciful ornaments, adorned trees, vintage fashions, and antique toys. Stroll through the estate grounds to discover Victorian vignettes and a dazzling display of lights. End your tour with a festive treat and a hot beverage.
Please note that dietary restrictions and allergies cannot be accommodated for this program.
December 2026 | 1:30 to 2:30 p.m. and 3 to 4 p.m.
Winter Craft and Tour
Oakville Museum, 8 Navy St.
www.oakville.ca/parks-recreation-culture/arts-culture/oakville-museum/programs-events
Ages 4 to 5
Create a special craft with your child and enjoy a guided tour of the Oakville Museum at Erchless Estate. The program fee applies to participating children only. Children must be accompanied and assisted by an adult.
To January 17, 2027
World of Threads Festival 2026
Queen Elizabeth Park Community and Cultural Centre, 2302 Bridge Rd., Oakville
worldofthreadsfestival.com
World of Threads Festival 2026 showcases extraordinary contemporary fibre and textile art from international artists through immersive exhibitions, installations, and creative storytelling at Oakville’s Queen Elizabeth Park Community Centre.
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January 2027 | 10:00 a.m. - 4:00 p.m.
TNT Tradeshow
Galaxy 707, 475 North Service Road E, Oakville
visitoakville.com/events/tnt-tradeshow
Attention collectors and enthusiasts! Explore an exciting showcase of sports cards, Pokémon cards, One Piece cards, memorabilia and other must-have collectibles. This free-admission event brings together top vendors from across the GTA, featuring over 1,000 cards and unique items to browse, trade and collect. Don’t miss the grand prize giveaway, available exclusively to attendees. Whether you’re hunting for a rare find or growing your collection, there’s something for everyone to enjoy.
February - March 2027
Taste Of Oakville
Oakville, Bronte, Kerr Restaurants
tasteofoakville.ca
Taste of Oakville invites you to explore the best local dining! Enjoy prix-fixe lunch and dinner menus from restaurants in Downtown, Bronte, Kerr, and across Oakville.
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February 2027 | 1 and 3 p.m.
Museum Walking Tour: Oakville and the Underground Railroad
Oakville Museum
www.oakville.ca/parks-recreation-culture/arts-culture/oakville-museum/programs-events
Discover Oakville’s Black history with a Museum Walking Tour offered at 1 and 3 p.m. at the Oakville Museum. This guided experience explores the stories of early Black settlers who helped shape the community and their lasting contributions. The tour concludes with an outdoor walk highlighting Oakville’s historical connections to the Underground Railroad, offering meaningful insight into the town’s role in the journey toward freedom.
February 2027 | 10:00 a.m - 4:00 p.m.
Bronte Creek: Family Day Activities
Bronte Creek Provincial Park, 1219 Burloak Dr, Oakville
www.ontarioparks.ca/park/brontecreek/events
Join us on February 16, 2026, from 10:00 a.m. to 4:00 p.m. for a full day of winter fun at the park. Explore trails, barns and outdoor play areas while enjoying DIY activities such as searching for Gnome Road, climbing the toboggan hill, and visiting the scenic ravine lookout. Children can enjoy the Playbarn and farm animals, while outdoor enthusiasts can snowshoe, ski, or toboggan. Additional activities include birding, photography, disc golf, and GPS tours. Don’t forget to purchase your daily vehicle permit!
March 2027 | 9:45 a.m. to 12:15 p.m.
March Break Craft Workshops
Oakville Museum
www.oakville.ca/parks-recreation-culture/arts-culture/oakville-museum/programs-events
March Break Craft Workshops take place from 9:45 a.m. to 12:15 p.m. at the Coach House. Designed for children aged 6 to 10, these creative workshops invite participants to make fun, hands-on craft projects inspired by the museum’s collection. The programme also includes a visit to the museum and a guided tour of the historic Erchless Estate, combining creativity with discovery during March Break.
March 2027 | 1:30 and 3 p.m.
March Break Craft and Tour
Oakville Museum
www.oakville.ca/parks-recreation-culture/arts-culture/oakville-museum/programs-events
Staying local this March Break? March Break Craft and Tour offers a creative and educational experience for children aged 4 to 12 and accompanying adults. Families are invited to create a special hands-on craft together before enjoying a guided tour of the museum. It’s a fun way to learn, explore and make lasting memories during the March Break holiday.
April 2027
Oakville Lifestyle Fall Home Show
Glen Abbey Community Centre, 1415 Third Line
www.jenkinsshow.com/spring-home-show-information/oakville
Immerse yourself in a weekend of home improvement inspiration, meeting Oakville's top experts in renovation, decor, and more. Whether you're planning a major makeover or just sprucing up for the season, this is the perfect event to kickstart your fall projects.
April 2027 | 11:00 a.m. - 6:00 p.m.
Card Yard
OE Banquet & Conference Centre, 2245 Speers Rd, Oakville
www.cardyard.ca
Join Card Yard for a lively collectibles convention celebrating TCG, sports cards, and comics, with free admission for all. The event brings together vendors, collectors, and hobby enthusiasts in a welcoming, community-driven setting. Attendees can browse a wide selection, buy or sell items, and trade with others who share their passion. It’s an ideal opportunity to discover unique finds, connect with local sellers, and engage with fellow collectors while supporting the growing collectibles scene.
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Whether you’re planning to attend or promote an event, Oakville and the surrounding area offer a fantastic range of festivals that celebrate the best of Ontario’s community spirit and cultural vibrancy. If you’d like to have your event featured, we invite you to submit your details through our event submission form. Don’t miss out on the opportunity to showcase your event to a wider audience!