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Last updated: November 11, 2024


Prepare for a holiday adventure in Oakville! Our guide has all the exciting festive events. Whether you're a local or a visitor, our guide showcases the festive magic of Oakville.

Experience the charm of the Santa Claus Parade, where community spirit comes alive with colorful floats and cheerful participants. In addition, the Original Santa Claus Parade features a unique blend of tradition and modern festivities that captivates families each year. And don’t forget that the Hometown Holiday celebration offers a variety of activities that immerse you in the joy of the season. Check out the rest of the page for more details on these and other fun events and activities!

Contact information and details below.



Oakville Holiday Light Displays


What to Expect:

Live cappella performances by the CW Carolling Champions.

Description:

Downtown Oakville's Light up the Night event features spectacular holiday lighting, live entertainment by the CW Carolling Champions, Sugar Plums, horse-drawn carriage rides, and visits to Santa's cabin. Participating shops stay open late for holiday shopping.

Where: Oakville | More Info: Light up the Night

Event Organizer?

Oakville Holiday Shows and Entertainment


What to Expect:

Cultural celebration with international music, dance, and food.

Description:

Christmas Around the World is a cultural event featuring traditional music, dance, and food from various countries, celebrating the holiday season with international flair.

Where: Oakville | More Info: Christmas Around the World

Event Organizer?

What to Expect:

Spectacular parade with floats and marching bands.

Description:

The Brampton Santa Claus Parade is a festive event featuring floats, marching bands, and of course, Santa Claus, celebrating the holiday season in Brampton, Ontario.

Where: Brampton | More Info: Santa Claus Parade

Event Organizer?

What to Expect:

Iconic parade featuring elaborate floats and celebrity clowns.

Description:

The Original Santa Claus Parade is a beloved annual event in Toronto, celebrating hope, family, and love with colorful floats, marching bands, and celebrity clowns.

Where: Toronto | More Info: Original Santa Claus Parade

Event Organizer?

Oakville Other Holiday Activities


What to Expect:

Holiday celebration with historical charm and international cuisine.

Description:

Downtown Oakville transforms into a vibrant holiday destination with historical buildings, trendy boutique shops, and international cuisine. The event features spectacular Winter Wonderland lights, charming store displays, and various holiday events.

Where: Oakville | More Info: Hometown Holiday

Event Organizer?

What to Expect:

Long-standing community tradition with a rich history.

Description:

The Oakville Santa Claus Parade is an annual event celebrating 76 years of community joy, featuring a festive procession through Downtown Oakville.

Where: Oakville | More Info: Santa Claus Parade

Event Organizer?

What to Expect:

Santa's roaming visit through Downtown Oakville before settling in his cottage.

Description:

Meet Santa at his cozy cottage in Centennial Square, where he will roam the streets of Downtown Oakville before settling in for booked appointments. All proceeds support the United Way Halton.

Where: Oakville | More Info: Visit Santa at Santa Cottage

Event Organizer?

What to Expect:

10-minute scenic ride through historic Downtown Oakville.

Description:

Take a leisurely horse-drawn carriage ride through historic Downtown Oakville, enjoying the charming neighborhood scenery and festive atmosphere.

Where: Oakville | More Info: Horse-Drawn Carriage Rides

Event Organizer?

What to Expect:

Family-friendly holiday event with Santa and festive activities.

Description:

Visit Santa at the Kortright Centre for Conservation, where families can enjoy a festive atmosphere filled with lights, crafts, activities, and horse-drawn wagon rides. Treats and a visit with Santa in his cabin make for a memorable experience.

Where: Vaughan | More Info: Visit Santa at Magical Christmas Forest - Kortright Centre for Conservation

Event Organizer?

What to Expect:

Interactive parade with costume characters and festive floats.

Description:

Welcome Santa Claus to Newmarket at the annual Santa Claus Parade, featuring festive holiday floats and a special guest, jolly Old St. Nick. Attendees are encouraged to bring letters for Santa and non-perishable food items for the Newmarket Food Pantry.

Where: Newmarket | More Info: Santa Claus Parade

Event Organizer?

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