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It’s a busy week in the city with winter festivals, markets, and more. Whether you’re after festive fun or cultural showcases, there’s something for everyone to check out this week.
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1. Winterfest Toronto
Winterfest is back for its 2nd year! Co-presented with Street Eats Market, Harbourfront Centre will be transformed into a festive wonderland, featuring dazzling lights, delicious eats, magical train rides, a new Winter Maze, dance classes, pantomime theatre for families, and more. Mark your calendars, because you don’t want to miss this holiday event.
Where: Harbourfront Centre (235 Queens Quay W, Toronto, ON, M5J 2G8)
When: November 28th-December 31st, 2025
Price: Free admission
Category: Family-friendly
2. Union Winter
Union Winter returns this week. Enjoy the pop-up rink, DJ nights, cute photo spots and plenty of food and drink nearby.
Where: Union Station (65 Front St W, Toronto, ON M5J 1E6)
When: November 26th, 2025 - January 18th, 2026
Price: Free admission
Category: Family-friendly
3. Cavalcade of Lights: Opening Night Celebration
A magical kickoff to the holidays with a massive tree lighting, sparkling light installations, live performances and a festive crowd filling Nathan Phillips Square.
Where: Nathan Phillips Square (100 Queen St W, Toronto, ON, M5H 2N3)
When: November 29th, 2025 (6 pm - 11 pm)
Price: Free admission
Category: Family-friendly
4. One of a Kind Show
A massive holiday market filled with handcrafted goods, unique gifts and hundreds of incredible local makers. Wander the aisles, sample festive treats and discover one-of-a-kind pieces you won’t find anywhere else. It’s the perfect spot for holiday shopping and cozy seasonal vibes!
Where: Enercare Centre (#1, 100 Princes' Blvd, Toronto, ON, M6K 3C3)
When: November 27th - December 7th, 2025 (Starts at 10 am)
Price: Prices start from $18
Category: Family-friendly
5. Doja Cat - Tour Ma Vie 2026 World Tour
Doja Cat is bringing her Tour Ma Vie World Tour to Toronto! Expect massive production, bold visuals, viral hits and that signature Doja charisma.
Where: Scotiabank Arena (40 Bay St., Toronto, ON, M5J 3A5)
When: November 25th, 2025 (Starts at 7:30 pm)
Price: Prices start at $95
Category: Date/Friends
6. Toronto Raptors vs. Indiana Pacers
The Toronto Raptors will go up against the Indiana Pacers this week. Expect a fun, fast-paced matchup that’s always easy to get into, whether you’re a die-hard fan or just out for a good time.
Where: Scotiabank Arena (40 Bay St., Toronto, ON, M5J 3A5)
When: November 26th, 2025 (Starts at 7:30 pm)
Price: Prices starting at $53
Category: Family-friendly
7. Chris Hadfield's Generator
An electric blend of science, art and comedy hosted by astronaut Chris Hadfield. Explore the secret lineup of world-class comedians, scientists, musicians and makers. Expect big ideas, weird stunts, deep laughs and dazzling performances that spark curiosity and wonder.
Where: Massey Hall (178 Victoria St, Toronto, ON, M5B 1T7)
When: November 27th, 2025 (Starts at 8 pm)
Price: $17.50 - $126.60
Category: Date/Friends
8. Disney in Concert: The Muppet Christmas Carol
Experience The Muppet Christmas Carol like never before as the movie plays with a full symphony performing every song live. It’s cozy, nostalgic, a little chaotic in true Muppet fashion, and packed with pure holiday magic!
Where: Meridian Hall (1 Front St E, Toronto, ON M5E 1B2)
When: November 28th - 29th, 2025
Friday, November 28th: Starts at 7:30 pm
Saturday, November 29th: Starts at 2 pm
Price: $49 - $110
Category: Family-friendly
9. Markham Santa Claus Parade
A festive community parade filled with colourful floats, marching bands, local groups and an appearance from Santa himself. Expect cheerful crowds, holiday music and classic small-town Christmas vibes!
Where: Starts at Highway 7 and ends at 16th Avenue
When: November 29th, 2025 (11 am - 1 pm)
Price: Free admission
Category: Family-friendly
10. Etobicoke Jazz Festival
An intimate celebration of jazz at the charming The Old Mill in Etobicoke, where acclaimed artists and emerging talent take the stage under one roof. Experience smooth grooves, bold rhythms, cozy atmosphere and a night of live music magic.
Where: Old Mill Toronto (21 Old Mill Rd, Etobicoke, ON, M8X 1G5)
When: November 28th, 2025 (Starts at 6:30 pm)
Price: $38.95
Category: Date/Friends
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