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Last updated: November 11, 2024


Ready for festive fun, Pickering? Our guide will show you all the best holiday happenings. For Pickering regulars and holiday explorers alike, this guide is your passport to seasonal delight.

Popular events this Christmas season include the annual Santa Claus Parade, which features colorful floats and cheerful performances that bring the community together. The enchanting Winter Wonderland invites visitors to stroll through a magical landscape adorned with lights and seasonal displays. And the Christmas Light Tour is something you definitely don't want to miss, showcasing the most spectacular holiday illuminations throughout the city. See more details on these and other fun events and activities below!

Contact information and details below.



Pickering Holiday Light Displays


What to Expect:

"Vibrant city-wide light display"

Description:

The Christmas Light Tour in Pickering features a dazzling display of festive lights illuminating the city's streets and landmarks, creating a vibrant and joyful atmosphere.

Where: Pickering | More Info: Christmas Light Tour

Event Organizer?

Pickering Holiday Markets and Shopping


What to Expect:

Artisan marketplace with Santa visits and festive drinks.

Description:

The Holiday Fair in the Square at Mel Lastman Square features an artisan marketplace, a warm Fireside Lounge, and opportunities to visit Santa. Enjoy hot chocolate and mulled wine while strolling through the festive stalls.

Where: Toronto | More Info: Holiday Fair in the Square

Event Organizer?

Pickering Holiday Shows and Entertainment


What to Expect:

Community-driven parade with elaborate floats and marching bands.

Description:

The Santa Claus Parade in Pickering is a joyous celebration featuring extravagant floats from local businesses and community groups, marching bands, and Santa Claus himself. The parade begins at Dixie and Glenanna and ends in Pickering’s City Centre, showcasing a holiday theme that will impress all ages.

Where: Pickering | More Info: Santa Claus Parade

Event Organizer?

What to Expect:

Long-standing community event with festive floats and live music.

Description:

The Oakville Santa Claus Parade is an annual event celebrating 76 years of community joy. It features festive floats, live music, and Santa Claus waving from his sleigh. The parade brings together members of the Oakville community to participate and watch, creating a joyful atmosphere for all ages.

Where: Oakville | More Info: Santa Claus Parade

Event Organizer?

Pickering Other Holiday Activities


What to Expect:

Live ice carving and public art installation.

Description:

Join the City of Pickering and Nautical Village businesses for an exciting event in Millennium Square. Enjoy live ice carving, holiday vendors, buskers, s'mores stations, miniature train rides, and a Public Art installation by Studio Jordan Shaw.

Where: Pickering | More Info: Winter Wonderland

Event Organizer?

What to Expect:

Outdoor winter celebration with Santa visits.

Description:

Visit Santa at the Magical Christmas Forest at Kortright Centre for Conservation, where you can enjoy lights, crafts, activities, horse-drawn wagon rides, and treats for the whole family.

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

Event Organizer?

What to Expect:

Community-driven holiday celebration with floats and marching bands.

Description:

The Brampton Santa Claus Parade is a festive event featuring floats, marching bands, and Santa Claus himself, bringing joy to the community.

Where: Brampton | More Info: Santa Claus Parade

Event Organizer?

What to Expect:

Interactive parade with letter collection and food donations.

Description:

Welcome Santa Claus to Newmarket at the annual Santa Claus Parade, featuring festive holiday floats and a special guest appearance by 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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