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.
Sunset
Coronation Park
1426 Lakeshore Road West
Set against the shoreline, Holiday Lights by the Lake transforms Coronation Park into an elegant winter spectacle of light and atmosphere. Refined installations weave through winding pathways, casting a soft seasonal glow across the park and waterfront. Each evening unfolds with a quiet sense of wonder, inviting unhurried strolls, intimate moments, and festive reflection. The experience blends natural beauty with curated design, creating a serene yet magical destination for families, couples, and friends alike. A cherished seasonal tradition, this immersive display captures the spirit of the holidays with understated sophistication and timeless charm.
10:00 a.m. – 5:00 p.m.
Oakville Galleries: Gairloch Gardens
1306 Lakeshore Road East
This immersive exhibition introduces a striking new body of sculptural work that intimately engages with the gallery’s architecture and natural surroundings. Drawing inspiration from Juhani Pallasmaa’s metaphor on sensory architecture, Santana explores the emotional resonance of touch—where a door handle, like a handshake, becomes a subtle communicator of intention and design. With minimalist finesse and poetic restraint, her mesh and glass works investigate authorship, gender, and corporeal memory, crafting a space where art, body, and environment quietly intertwine.
10:00 a.m. – 5:00 p.m.
Oakville Galleries: Centennial Square
120 Navy Street
Oakville Galleries presents a captivating large-scale installation by Hugo Canoilas. This immersive, floor-based painting envelops the gallery, guiding visitors across a richly textured visual field inspired by deep-sea life. Originally created for an operatic setting in Austria, the piece has been reimagined for Oakville—its form evolving to echo and challenge the unique contours of the space. Through luminous ROV-inspired lighting and evocative imagery of octopus skin, shells, and siphonophores, the installation explores symbiosis, transformation, and the quiet power of nature made monumental through art.
8:00 a.m. – 9:30 p.m.
Sixteen Mile Sports Complex
3070 Neyagawa Boulevard
The Oakville Rangers Winter Classic returns as the premier minor hockey tournament in the country, welcoming hundreds of teams for a competition defined by excellence and atmosphere. Hosted in the heart of Oakville, the event extends far beyond the rink with an immersive Hockey Village at the Sixteen Mile Sports Complex. Enjoy live music, interactive games, curated vendors, and special exhibits featuring iconic memorabilia from the Hockey Hall of Fame, creating a weekend where sport, community, and unforgettable moments come together.
6:30 p.m. & 8:45 p.m., respectively
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.
1:30 p.m. – 2:30 p.m.
Queen Elizabeth Park Community Centre
2302 Bridge Road
The Oakville Symphony invites families to experience the opening mini-concert of its Meet the Musician series, designed to spark curiosity and joy in young audiences. This intimate session introduces children to the trumpet through the artistry of Jenny Peace, a talented member of the orchestra. Created especially for children aged four to ten, the experience blends live performance with engaging conversation, offering a warm, approachable entry into the world of classical music. It is a thoughtful celebration of sound, discovery, and early musical inspiration.
9:30 a.m. – 12:30 p.m.
Oakville Art Society
560 Bronte Road
Explore the art of suminagashi alongside Dominique Prevost, in an immersive, colour-rich workshop rooted in ancient tradition. This meditative Japanese marbling technique transforms ink and water into fluid, expressive patterns on fine washi paper. Experiment with a range of pattern-making approaches while learning the cultural history behind the practice. The experience blends creative freedom with thoughtful instruction, culminating in a curated collection of handmade works. A guided demonstration offers inspiration on how to use and display each finished piece with intention and elegance.
6:30 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 Vivaldi's Four Seasons & more, by the talented Listeso String Quartet. From “La primavera” to “L'inverno”, 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.
10:00 a.m. – 4:00 p.m.
Galaxy 707 Club
475 North Service Road East
CompassCon brings a refined Comic-Con experience to Oakville, uniting exhibitors, cosplayers, collectors, and special guests under one vibrant roof. Experience a curated marketplace showcasing arts and crafts, board and video games, toys, comic books, Funko POPs, sports cards, trading cards, and collectible treasures. Designed for both seasoned enthusiasts and curious newcomers, CompassCon blends pop culture, creativity, and community into an immersive celebration where discovery, nostalgia, and fandom take centre stage.
6:30 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 Queen vs. ABBA, reimagined by the talented Listeso String Quartet. From “Dancing Queen” to “Bohemian Rhapsody”, 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.
New local events and seasonal experiences are set to be introduced soon. Please check back for updates.
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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