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.
10:30 a.m.
Oakville Trafalgar Community Centre
325 Reynolds Street
A Remembrance Day parade to St. George’s Square will begin at Oakville Trafalgar Community Centre. A ceremony will follow to honour the brave men and women who have served and continue to serve our country in times of war and peace. Join us as we pay tribute and reflect on their courage and commitment ensuring their legacy lives on.
5:00 p.m. – 10:00 p.m.
Towne Square
94 George Street
Take a stroll through Downtown Oakville to experience its spectacular holiday lighting, live entertainment, and charming horse-and-carriage rides. Visit Santa and enjoy late-night shopping as stores remain open to kickstart your holiday shopping.
9:00 a.m. – 1:00 p.m.
Downtown Oakville
146 Lakeshore Road East
Santa is coming to town! Join us in Downtown Oakville to take in the 76th annual Oakville Santa Claus Parade! The parade route begins at Lakeshore Road East and Reynolds Street and ends at Steward Street and Felan Avenue.
5:00 p.m. – 10:00 p.m.
Towne Square
94 George Street
Step into a magical realm of festive cheer with Oakville's Silent Disco beneath the iconic Christmas tree. Immerse yourself in the joy of dancing to holiday music through wireless headphones in a one-of-a-kind setting where the sparkling lights and festive atmosphere create an enchanting experience.
10:00 a.m. – 4 p.m.
Square Treats
334 Lakeshore Road East
Find yourself a treat or a gift for someone at this 3 day art show featuring original artwork by Canadian artists, happening in Downtown Oakville.
4:00 p.m. - 8:00 p.m.
Downtown Oakville
146 Lakeshore Road East
Grab your girlfriends and head out during the holiday season as George Street turns into a festive market! Purchase a ticket and Sip & Shop and enjoy free samples from participating stores and a souvenir sipping glass!
George Street Holiday Market runs from 12:00 p.m. - 8:00 pm
2:00 p.m. – 6:00 p.m.
Towne Square
94 George Street
Cozy up with a cup of hot cocoa around a crackling firepit at Oakville’s Towne Square. Embrace the season’s charm and warmth in a delightful setting that invites you to relax and savour the festive atmosphere.
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!
We invite you to explore and fall in love with Oakville, just as we have - your next chapter awaits.
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