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Last updated: November 11, 2024


Discover the joy of the holidays in Oakwood Village with our comprehensive guide. From hometown residents to holiday guests, our guide reveals the best of Oakwood Village's festive season.

Popular events during this time include the enchanting District Winter Village, where visitors can explore charming wooden huts filled with seasonal delights. Alongside this, the Toronto Christmas Market captivates attendees with its stunning lights and diverse artisan vendors. And definitely don't forget the Cavalcade of Lights, which showcases captivating holiday displays and thrilling performances. Check out the rest of the page for more details on these and other fun events and activities below!

Contact information and details below.



Oakwood Village Holiday Light Displays


What to Expect:

Live performances and lighting of the city's official Christmas tree.

Description:

The Cavalcade of Lights is a free winter festival in Toronto that features live performances, the lighting of the city's official Christmas tree, and nightly ice skating. The event showcases festive light installations inspired by international lantern and fire festivals.

Where: Toronto | More Info: ### Cavalcade of Lights

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What to Expect:

Spectacular light displays and hot chocolate trail.

Description:

The Winter Festival of Lights in Niagara Falls features over 3 million lights and 75+ displays, transforming the city into a vibrant winter spectacle with nightly Falls Illumination and a self-guided Hot Chocolate Trail.

Where: Niagara Falls | More Info: ### Winter Festival of Lights

Event Organizer?

Oakwood Village Holiday Markets and Shopping


What to Expect:

Immersive holiday experience with live performances and seasonal activities.

Description:

The Distillery Winter Village features a tree lighting ceremony, singing carolers, and Santa's Tower of Toys. Enjoy holiday activities, live entertainment, and festive atmosphere in Trinity Square.

Where: Toronto | More Info: ### Distillery Winter Village

Event Organizer?

What to Expect:

Unique shopping experience with live entertainment.

Description:

The Toronto Christmas Market is a holiday event held in the Distillery Historic District, featuring unique handcrafted items, sweets, and treats from artisan vendors. The market offers ongoing entertainment on its main stage, including carolers, choirs, and brass bands. Visitors can also explore the district's year-round boutiques and enjoy exclusive overnight stay packages at partner hotels.

Where: Toronto | More Info: ### Toronto Christmas Market

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What to Expect:

Artisan marketplace with a Fireside Lounge and Santa visit.

Description:

The Holiday Fair in the Square is an artisan marketplace in Mel Lastman Square, North York, featuring unique vendors, a Fireside Lounge, and a visit with Santa. Enjoy hot chocolate, mulled wine, and s'mores while browsing through stalls filled with handmade treasures.

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

Event Organizer?

What to Expect:

Community-driven market with local vendors and interactive activities.

Description:

The Winter Village at Evergreen Brick Works is a vibrant gathering place where local artisans, vintage markets, and delicious food come together. Enjoy a diverse selection of handmade goods, artisanal jewelry, and mouth-watering food and drinks. The event features children’s activities, Nature Play, and live performances, creating a joyful atmosphere perfect for connecting with others.

Where: Toronto | More Info: ### Winter Village at Evergreen Brick Works

Event Organizer?

Oakwood Village Holiday Shows and Entertainment


What to Expect:

World-class ballet performance with elaborate sets and costumes.

Description:

The Nutcracker Ballet by the National Ballet of Canada is a spectacular family production set to Tchaikovsky's famous score. It follows the adventures of siblings Marie and Misha as they journey through a fantastical world filled with magical creatures, savoury treats, and the glittering land of the Sugar Plum Fairy. Featuring magnificent sets and costumes, this beloved ballet is an unforgettable tribute to the imagination.

Where: Toronto | More Info: ### The Nutcracker Ballet by the National Ballet of Canada

Event Organizer?

What to Expect:

Iconic parade with giant balloons, creative floats, and festive performances.

Description:

The Toronto Santa Claus Parade is a historic event that brings hundreds of thousands of people together to celebrate the holiday season. Featuring colorful floats, marching bands, celebrity clowns, and of course, Santa and Mrs. Claus, it is a cherished part of Toronto's fabric, lighting up the streets with joy and hope.

Where: Toronto | More Info: ### Santa Claus Parade

Event Organizer?

What to Expect:

Holiday celebration with elaborate decorations and live performances.

Description:

Casa Loma Christmas features a 40ft tall tree in the Great Hall, eight signature trees by Canadian designers, live performances, and activities for all ages, including visits with Santa and festive arts and crafts.

Where: Toronto | More Info: ### Casa Loma Christmas

Event Organizer?

Oakwood Village Other Holiday Activities


What to Expect:

Holiday celebration with Santa visits and festive activities in a historic castle setting.

Description:

Casa Loma transforms into a holiday wonderland with a 40ft tall tree in the Great Hall, eight signature trees by Canadian designers, and various activities including visits with Santa, festive arts and crafts, and wintery holiday mascots.

Where: Toronto | More Info: ### Christmas at Casa Loma

Event Organizer?

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