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Last updated: November 11, 2024

Spread holiday cheer in Caledon with our guide. Find all the events and activities that make this season special. Whether you're a Caledon resident or a holiday explorer, this guide reveals hidden gems and popular attractions.

Popular events this season include the Cavalcade of Lights, where stunning light displays transform public spaces into festive wonderlands. Experience the charm of vendor stalls and festive cheer at the Toronto Christmas Market, known for its unique handmade gifts and seasonal treats. And the WinterFest at Canada’s Wonderland is something you definitely don't want to miss, featuring thrilling rides, enchanting displays, and live entertainment. See more details on these and other fun events and activities below!

Contact information and details below.

Caledon Holiday Light Displays

What to Expect:

Live performances and lighting of the official Christmas tree.

Description:

The Cavalcade of Lights is a glittering winter festival that has brought holiday cheer to Torontonians since 1967. It features an unforgettable opening night celebration with live performances and the lighting of the city's official Christmas tree. The event offers nightly ice skating and festive light installations throughout the holiday season.

Where: Toronto | More Info: Cavalcade of Lights

Event Organizer?

Caledon Holiday Markets and Shopping

What to Expect:

Unique artisanal shopping experience with live entertainment.

Description:

The Toronto Christmas Market is a vibrant holiday event in the Distillery Historic District, featuring unique handcrafted items, artisan vendors, and a variety of festive treats. Enjoy ongoing entertainment on the main stage, including carolers, choirs, and brass bands.

Where: Toronto | More Info: Toronto Christmas Market

Event Organizer?

What to Expect:

Community-driven market with diverse vendors and activities.

Description:

The Winter Market at Evergreen Brick Works is a vibrant event featuring over 60 vendors, offering a diverse selection of local goods, vintage items, and mouth-watering food. Attendees can enjoy live music, children's activities, and engaging cooking workshops amidst a festive atmosphere.

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

Event Organizer?

What to Expect:

Local artisan vendor marketplace with horse-drawn carriage rides.

Description:

The Stouffville Holiday Market features a local artisan vendor marketplace, magical lighting displays, food and beverage, horse-drawn carriage rides, Santa Claus, and live musical entertainment. It offers a diverse collection of vendors, free performances, and a variety of attractions for all ages.

Where: Stouffville | More Info: Stouffville Holiday Market

Event Organizer?

What to Expect:

Hands-on workshops and seasonal vendors.

Description:

Aurora’s Christmas Market is a free event at Aurora Town Square, featuring good cheer, hands-on workshops, and fantastic seasonal vendors. It offers a variety of activities and food vendors, making it a top 100 festival in Ontario.

Where: Aurora | More Info: Aurora’s Christmas Market

Event Organizer?

Caledon Holiday Shows and Entertainment

What to Expect:

Live performances by Canadian artists and festive lighting display.

Description:

Bloor-Yorkville Holiday Magic is a free outdoor concert and lighting ceremony featuring live performances by Canadian artists, including Matt Dusk and Barbra Lica, and a festive lighting display in Village of Yorkville Park and along Bloor Street.

Where: Toronto | More Info: Bloor-Yorkville Holiday Magic

Event Organizer?

What to Expect:

Holiday celebration with elaborate decorations and live performances.

Description:

Casa Loma's Christmas at the Castle features a 40-foot tall tree in the Great Hall and eight signature trees by Canadian designers. Guests can participate in festive arts and crafts, visit Santa in his workshop, and enjoy live performances. The event offers a wide range of activities for the whole family.

Where: Toronto | More Info: Christmas at the Castle in Casa Loma

Event Organizer?

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 in a 19th-century barn. Siblings Marie and Misha embark on a journey filled with magical creatures, savoury treats, and the glittering land of the Sugar Plum Fairy, all set to Tchaikovsky's famous score and featuring magnificent sets and costumes.

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

Event Organizer?

What to Expect:

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

Description:

The Santa Claus Parade is a historic event that brings people together to celebrate the holiday season with colorful floats, marching bands, celebrity clowns, and a visit from Santa and Mrs. Claus.

Where: Toronto | More Info: Santa Claus Parade

Event Organizer?

What to Expect:

Interactive exhibitions and diverse community events.

Description:

Hamilton Winterfest is a vibrant celebration featuring concerts, crafts, drag performances, theatre, fashion, art installations, and more. The event includes the Winterfest Hub, a series of free events at the rooftop plaza of Jackson Square, and Winterfest POP, a 10,000 square foot pop culture explosion in downtown Hamilton.

Where: Hamilton | More Info: Hamilton Winterfest

Event Organizer?

What to Expect:

Unique blend of ice sculptures and live entertainment.

Description:

Barrie Winterfest is a community tradition featuring spectacular ice sculptures, lumberjack shows, family entertainment, drop-in activities, and skating. The event includes live entertainment, historical walking tours, and a variety of winter-themed activities.

Where: Barrie | More Info: Barrie Winterfest

Event Organizer?

What to Expect:

Immersive holiday celebration with ice-skating and live entertainment.

Description:

WinterFest at Canada's Wonderland features ice-skating, live shows, exciting rides, and millions of spectacular lights, making it a memorable holiday experience for the whole family.

Where: Vaughan | More Info: Winterfest

Event Organizer?

Caledon Other Holiday Activities

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