Toronto Family-Friendly Show Guide

 Weekend Edition: Dec 19–21, 2025

Caribbean Christmas Village: A festive celebration in Little Jamaica featuring food, music, cultural vendors, and family programming on December 19, 2025.

Celebrate the Caribbean Christmas Village in Little Jamaica, located at

the Fairbank LRT Plaza, on Friday, December 19, 2025.

Admission is free to enjoy food, live music, cultural vendors, and family

programming showcasing Caribbean holiday traditions and community

spirit.

Little Jamaica's Caribbean Christmas Village is making its debut! The new Fairbank LRT plaza will come alive as a vibrant pop-up, showcasing delicious island eats, Black and Caribbean-owned holiday vendors, and the sounds of live reggae and steel pan music. There’s fun for all ages with treats like soup joumou and rum cake, a special visit from “Kente Claus,” charm-making workshops for kids, and even a gingerbread house contest with a Caribbean flair. It’s a joyful celebration of culture and community, as well as the neighbourhood’s exciting revival!

Caribbean Christmas Village – Little Jamaica

• 📅 Date: Friday, Dec 19, 2025

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• 🕒 Time: All day

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• 📍 Location: Little Jamaica (Fairbank LRT Plaza)

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• 🎟️ Admission: Free

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• 📄 Details:

• Celebrate the debut of Toronto’s first Caribbean Christmas Village featuring island‑inspired eats (like soup joumou and rum cake), Black and Caribbean‑owned vendors, live reggae and steel pan music, kids’ charm workshops, and a festive gingerbread competition with a tropical twist. 

• NOW Toronto

Get Ready to Indulge: Mac and Cheese Festival Returns to Harbourfront Centre!

Mark your calendars and loosen your belts—Toronto’s annual Mac and Cheese Festival is back at the Harbourfront Centre from Friday, December 19, to Sunday, December 21, 2025! This beloved event transforms the waterfront into a paradise for cheese lovers, serving up mouthwatering mac and cheese creations by some of the city’s most inventive local chefs.

From classic comfort food to wild, new twists (think spicy, smoky, or even seafood-infused mac and cheese), there’s a gooey delight for every palate. The best part? Admission is completely free, though true foodies can opt for a VIP Taste Pass to skip the lines and maximize the flavour experience.

But the fun doesn’t stop at the food! The festival is part of Winterfest, so between bites you can explore festive attractions like the dazzling holiday tree, a whimsical maze, and a scenic train ride along the sparkling waterfront. It’s the perfect outing for families, friends, or anyone looking to add a little extra cheese to their holiday season.

Don’t miss this once-a-year celebration of all things cheesy—bring your appetite and get ready for a weekend filled with flavour, fun, and festive cheer at the Mac and Cheese Festival!

Mac and Cheese Festival @ Harbourfront Centre

• 📅 Date: Friday–Sunday, Dec 19–21, 2025

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• 🕒 Time: All weekend

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• 📍 Location: Harbourfront Centre

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• 🎟️ Admission: Free (VIP Taste Pass optional)

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• 📄 Details:

• Toronto’s cheesy favourite returns for only one weekend! Sample creative mac & cheese twists from local chefs while enjoying Winterfest attractions like the holiday tree, maze, and train ride along the waterfront. 

• NOW Toronto+1

The Bentway’s Winter Skating Opening Weekend

• 📅 Date: Saturday, Dec 20 & Sunday, Dec 21, 2025

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• 🕒 Time: Daytime–evening

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• 📍 Location: The Bentway

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• 🎟️ Admission: Free

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• 📄 Details:

• Celebrate the season with the official opening of the winter skating rink under the Gardiner. Complimentary skate rentals, hot drinks, maple taffy, and photo moments make this a perfect outdoor festivity for families and friends.

•  Todo Toronto

Family‑Friendly (Fun for All Ages)

🎟️ The Nutcracker—Toronto International Ballet Theatre

📅 Date: Sat, Dec 20 & Sun, Dec 21, 2025

📍 Location: Bluma Appel Theatre

🎟️ Tickets: Available—see link below

📄 Why Go: A magical family ballet performance full of festive charm and beautiful dancing—perfect for kids & adults alike.

Ticketmaster:

👉 Buy tickets: https://www.ticketmaster.ca/toronto-international-ballet-theatre-presents-the-toronto-ontario-12-20-2025/event/1000634997B68508 Ticketmaster

Kensington Market Winter Solstice Festival

• 📅 Date: Sunday, Dec 21, 2025

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• 🕒 Time: 6:00 pm–9:30 pm

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• 📍 Location: Kensington Market

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• 🎟️ Admission: Free

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• 📄 Details:

• This beloved annual tradition lights up Kensington Market with lanterns, performances, music, and a parade to mark the winter solstice—free and family‑friendly. 

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• Todo Toronto

Toronto Sunday Market: Last Call Christmas Market

• 📅 Date: Sunday, Dec 19, 2025

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• 🕒 Time: Throughout the day

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• 📍 Location: The Parkdale Hall

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• 🎟️ Admission: Free

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• 📄 Details:

• Wrap up your holiday shopping with local makers and vendors at this festive market full of unique gifts, treats, and seasonal finds — perfect for last‑minute gifts. 

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• Eventbrite