Oakville’s cultural scene is a captivating blend of historical charm and contemporary vibrancy. Its rich heritage is highlighted through charming historic sites and a dynamic arts scene, while local events and festivals create a warm, intimate atmosphere. Explore with us and experience how heritage and modern artistry blend seamlessly.
10:00 a.m. – 5:00 p.m.
Oakville Galleries: Gairloch Gardens
1306 Lakeshore Road East
In partnership with the National Gallery of Canada, Oakville Galleries presents its most ambitious project yet: exhibitions and public installations by renowned artists Ilya & Emilia Kabakov. The project includes two gallery shows and two large-scale sculptures in Gairloch Gardens, featuring the celebrated Ship of Tolerance—a collaborative artwork with over a thousand children painting its sails. Rooted in Soviet-era themes yet strikingly relevant today, the Kabakovs’ work invites us to reflect on our shared future. Through the eyes of children and the power of art, The Ship of Tolerance inspires a message of unity, empathy, and hope.
3:00 p.m.
Sovereign House
7 West River Street
Lace up your walking shoes and explore the charm of Bronte Village with host and historian Maryanne Mason. This engaging guided tour invites you to step back in time as Maryanne shares captivating stories of the people, places, and moments that have shaped the neighbourhood’s rich history. From hidden gems to landmark locations, each stop offers a glimpse into Bronte’s past and its enduring spirit. Whether you're a longtime resident or discovering it for the first time, this walk brings the village's vibrant heritage to life.
1:00 p.m. – 4:00 p.m.
Towne Square
94 George Street
Ease into Friday evenings with the smooth, timeless sound of the John Canham Quartet. Set in an elegant atmosphere, each performance invites guests to unwind in style—whether for a romantic night out or a cultured evening with friends. Every Friday this September, experience the richness of live jazz, where refined rhythm meets effortless ambiance. Let the music elevate your weekend and indulge in a night of sophistication, connection, and unforgettable sound.
12:00 p.m. – 10:00 p.m.
Westwood Park
173 Kerr Street
Kerrfest returns with its signature blend of culture, music, and community spirit. Experience a weekend of dynamic live performances from celebrated artists, complemented by gourmet food vendors and engaging sponsor showcases. Families will delight in Kerrfest Kids, where the park transforms into a world of entertainment with character performances, interactive activities, and imaginative play. From captivating concerts to family-friendly festivities, Kerrfest offers an elevated celebration that unites the community in style and sets the tone for an unforgettable season ahead.
12:00 p.m. – 3:00 p.m.
Olde Oakville
Various Locations
Art in My Garden offers an enchanting one-day exhibition set among the historic gardens of Oakville. Wander through a charming neighbourhood and discover original works from seventy artists showcased across intimate garden settings. This free, non-commercial event is a heartfelt celebration of creativity, designed to inspire and uplift through art. Visitors can engage directly with the artists, hear the stories behind their work, and immerse themselves in a cultural experience that blends beauty, community, and artistry in one unforgettable day.
10:00 a.m. – 2:00 p.m.
Bronte Market Square
2445 Lakeshore Road West
Every Sunday, the Bronte Farmers’ Market brings together a vibrant mix of fresh produce, artisanal treats, and one-of-a-kind finds. Set along the waterfront, it’s the perfect way to spend a Sunday summer morning browsing local vendors and savouring seasonal flavours. Each market features live performances at the Market Music Hub, presented by Claystone Condos, adding a lively soundtrack to the experience. Please note the market will not run on August 31. From food to music, every Sunday offers something new, local, and full of charm.
1:00 p.m. – 4:00 p.m.
Erchless Estate
8 Navy Street
Erchless Estate, Oakville’s own Downton Abbey, invites guests to step into a world where history and elegance intertwine. Once the residence of the Chisholm family for six generations, the estate offers a rare glimpse into the stories that shaped the town and the diverse communities that continue to enrich its legacy. This season, its halls are graced with an exquisite exhibition of 1920s and 1930s gowns and accessories from the Oakville Museum’s collection—garments of flowing silhouettes, delicate beadwork, and timeless glamour that reflect both artistry and a transformative era..
8:45 p.m.
Knox Presbyterian Church
89 Dunn Street
Candlelight Concerts bring a touch of magic to Oakville with a beautifully immersive musical experience like no other. Set in the elegant Knox Presbyterian Church and illuminated by the soft flicker of candlelight, this special evening features the iconic music of Coldplay, reimagined by the talented Listeso String Quartet. From “Paradise” to “A Sky Full of Stars,” guests will be swept away by a stunning blend of sound and atmosphere. This 60-minute concert offers a unique and memorable night out—elevated, intimate, and full of feeling. It’s a chance to experience your favourite songs in a truly unforgettable setting..
6:00 p.m. – 9:00 p.m. & 12:00 p.m. – 6:00 p.m., respectively
Towne Square
210 Lakeshore Road East
Acorn Fest arrives in Downtown Oakville, transforming the heart of the town into a lively celebration of community and charm. At its centrepiece stands one of Canada’s largest acorns, an impressive eight-foot display offering the perfect photo opportunity. Experience live entertainment, playful sidewalk art, and an array of family-friendly activities that bring joy to all ages. From cowboy inspired line dancing to whimsical stilt walkers, alongside local food and drink, the festival blends small town warmth with spirited fun, creating a vibrant experience that is both memorable and delightfully unexpected.
Various times & locations across Oakville
Culture Days arrives in Oakville as part of a nationwide celebration of creativity, shining a spotlight on the vibrant arts and culture that define the town. Residents and visitors alike are invited to take part in free experiences that open doors to artistic expression, from interactive workshops and performances to behind-the-scenes encounters with local talent. Each program offers an opportunity to connect more deeply with Oakville’s creative community, highlighting the essential role of culture in shaping its identity. Culture Days is a movement that inspires, unites, and enriches Oakville’s spirit.
9:00 a.m. – 4:00 p.m.
Bronte Creek Provincial Park
1219 Burloak Drive
British Car Day returns as North America’s largest one-day showcase dedicated exclusively to British automobiles, hosted by the Toronto Triumph Club. Since its beginnings, the event has grown into a celebrated tradition that now welcomes more than one thousand meticulously maintained vehicles and over nine thousand enthusiasts. Collectors and visitors travel from across Ontario, Quebec, the Maritimes, Manitoba, and the northeastern United States to experience this extraordinary gathering. From timeless classics to rare models, British Car Day is a tribute to craftsmanship, heritage, and the enduring allure of British motoring.
10:00 a.m. – 5:00 p.m.
Bronte Heritage Waterfront Park
2340 Ontario Street
Bronte Village welcomes the season with the inaugural Fallin’ for Fun Festival, a family-friendly celebration filled with energy, charm, and community spirit. Enjoy live music, dancing, and interactive entertainment for all ages, all set against the backdrop of a picturesque waterfront. Children can delight in bouncy castles, games, face painting, and creative workshops, while food lovers savour delicious offerings from local vendors. Adding to the excitement, the debut of Antiques at the Harbour Market introduces more than sixty vendors showcasing vintage treasures, collectibles, and unique finds, making this festival a memorable autumn highlight.
10:00 a.m. – 4:00 p.m.
Bronte Creek Provincial Park
1219 Burloak Drive
Step back in time with the annual Harvest Festival, held at the historic Spruce Lane Farm. This immersive celebration re-creates the charm of harvest season as it might have been over a century ago, offering demonstrations and activities designed for all ages. Tour a turn-of-the-century farmhouse, enjoy wagon rides, and watch traditional cider pressing. Seasonal delights include pumpkin carving, kettle corn, fresh apple treats, and more, creating an experience that blends history, flavour, and family fun within Oakville’s natural parkland setting.
3:00 p.m. – 5:00 p.m.
Towne Square
94 George Street
Experience the magic of the season with The Candy Cane Carollers, Toronto’s premier holiday entertainers. Their enchanting performances will fill your heart with festive cheer and create unforgettable memories.
2:00 p.m. - 6:00 p.m.
Towne Square - Pick up at Robinson Street
325 Reynolds Street
Enjoy a ten minute Horse and Carriage ride through the historic Downtown Oakville neighbourhood and take in the beautiful sites along the way! Purchase a ticket and help support United Way.
5:00 p.m. - 6:00 p.m.
Towne Square
94 George Street
Chartwell Church invites the Oakville community to “Carols in the Square” on Christmas Eve from 5:00 to 6:00 pm. Join us for carol singing, hot chocolate, and cookies. There is an opportunity bring a non-perishable food item to support Kerr Street Mission’s foodbank. All are welcome!
10:00 a.m. - 5:00 p.m.
Bronte Creek Provincial Park
1219 Burloak Drive
Relax with your family and step back in time to 1899 to see how an early settler family celebrated Christmas. You will learn about why and how some of the traditions started and continue to this day. Enjoy house tours, crafts, music, story time, and refreshments. Plan to spend about 2 hours enjoying all the activities.
Queen Elizabeth Park Community & Cultural Centre
2302 Bridge Road
Artwork will be displayed in the corridors of QEPCCC, with the theme 'Timeless', inviting a wide range of creative interpretations. The pieces will capture the past, present, and future, allowing your imagination to soar!
Participating Restaurants - List Coming Soon!
The Taste of Oakville is an exquisite culinary celebration. This premier event showcases a selection of Oakville's finest restaurants, spanning Downtown, Bronte, Kerr Village, and beyond, offering indulgent prix-fixe lunch and dinner menus, some restaurants are also featuring live music!
We invite you to explore and fall in love with Oakville, just as we have—your next chapter awaits.
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