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It’s a festive week across Toronto and the GTA with skating parties, holiday circus shows and cozy seasonal pop-ups. Whether you’re looking for a night out, family fun or a dose of holiday magic, there’s something for everyone.
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1. DJ Skate Nights: Opening Night
Kick off the season at DJ Skate Nights with a high-energy outdoor rink party featuring live DJs, lights and winter vibes. A fun and free Toronto tradition perfect for friends, date nights and weekend plans.
Where: Harbourfront Centre (235 Queens Quay W, Toronto, ON M5J 2G8)
When: December 20th, 2025 (Starts at 8 pm)
Price: Free admission
Category: Date/Friends
2. Fika with Santa!
Celebrate the holidays at IKEA with a festive fika featuring complimentary treats and souvenir photos with Santa. A cozy Swedish-inspired experience perfect for families, little ones and anyone who loves warm holiday moments.
Where: IKEA Toronto Downtown (382 Yonge St, Toronto, ON M5B 1S9)
When: December 19th, 2025 (3 pm - 8 pm)
Price: Free admission
Category: Family-Friendly
3. ROM After Dark: Winter Festivals of Light
Celebrate global winter traditions at ROM After Dark with art installations, music, performances and themed food and drink. A vibrant after-hours party that transforms the museum into a glowing cultural experience perfect for a festive night out.
Where: Royal Ontario Museum (100 Queen’s Park, Toronto, ON M5S 2C6)
When: December 19th, 2025 (Starts at 7:30 pm)
Price: $40
Category: 19+
4. Hangar Skate
Enjoy a unique winter skating experience inside a transformed airplane hangar with music, lights and plenty of space to glide. A fun, family-friendly outing perfect for weekend plans, date nights and anyone looking for a cozy indoor skate.
Where: Downsview Hangar (75 Carl Hall Rd #1001A, Toronto, ON M3K 2B9)
When: December 19th, 2025 - January 4th, 2026 (12 pm - 5 pm)
Price: Free admission
Category: Family-Friendly
5. Winter BLOOMS: Circus at the Garden
Experience a magical winter circus among the gardens with acrobatics, live performance and glowing seasonal displays. A whimsical outdoor show that blends nature, artistry and festive charm for a unique family-friendly night out.
Where: Toronto Botanical Garden (777 Lawrence Ave E, Toronto, ON M3C 1P2)
When: December 19th - 21st, 2025
Friday, December 19th: 2 pm - 3:15 pm
Saturday, December 20th: 11 am - 12 pm or 2 pm - 3:15 pm
Sunday, December 21st: 11 am - 12 pm or 2 pm - 3:15 pm
Price: Prices start at $55.66
Category: Family-Friendly
6. Messiah with your Toronto Symphony Orchestra
Experience Handel’s iconic Messiah performed by the Toronto Symphony Orchestra, complete with soaring choral moments and a powerful holiday atmosphere. A treasured Toronto tradition perfect for classical music lovers and festive night-out plans.
Where: Roy Thomson Hall (60 Simcoe St, Toronto, ON M5J 2H5)
When: December 16th - December 21st, 2025
Tuesday, December 16th - Saturday, December 20th: Starts at 7:30 pm
Sunday, December 21st: Starts at 3 pm
Price: Prices start at $84
Category: Family-Friendly
7. Twisted Ginger
Decorate your own gingerbread house with Le Dolci chefs while enjoying a spiked hot chocolate bar, sweets and festive vibes. A fun, 19+ holiday night perfect for friends, teams or anyone craving a playful seasonal outing.
Where: Canoe Landing Community Recreation Centre (45 Fort York Blvd, Toronto, ON M5V 0G3)
When: December 18th, 2025 (7 pm - 9 pm)
Price: $59.91
Category: 19+
8. AV Live: Longing and Belonging
Experience an evening of immersive audio-visual performances at the AGO exploring themes of identity, connection and community. A creative showcase blending sound, art and storytelling for an engaging cultural night out.
Where: Art Gallery of Ontario (317 Dundas St W, Toronto, ON M5T 1G4)
When: December 19th, 2025 (6 pm - 9 pm)
Price: Free with general admission
Category: Family-Friendly
9. Joe Bowen Celebration Game: Toronto Maple Leafs vs. Chicago Blackhawks
Celebrate legendary Leafs announcer Joe Bowen at this special game as Toronto faces Chicago. Enjoy tribute moments, fan energy and an exciting matchup on home ice. A must-see event for Leafs fans.
Where: Scotiabank Arena (40 Bay St., Toronto, ON M5J 2X2)
When: December 16th, 2025 (Starts at 7 pm)
Price: Prices start at $131.50
Category: Family-Friendly
10. Chocolate Making: Bark Edition
Create your own festive chocolate bark in a hands-on workshop featuring premium ingredients, guided techniques and delicious holiday flavours. A fun, creative experience perfect for date nights, friends and anyone who loves seasonal sweets.
Where: QUEST XO Chocolate (Yellow door across from Green, 25 Liberty St P, Toronto, ON M6K 1A6)
When: December 20th, 2025 (Starts at 1:30 pm)
Price: $60
Category: Family-Friendly
11. Jingle Bell Hop – Ugly Sweater Party
Dance the night away at a two-venue holiday party hosted by Ace Hotel Toronto and Waterworks. One ticket gives access to both spaces with four DJs, festive vibes and plenty of ugly sweater energy.
Where: Ace Hotel Toronto (51 Camden St, Toronto, ON M5V 1V2)
When: December 20th, 2025 (10 pm - 2 am)
Price: Free admission
Category: Date/Friends
Community Events
1. Jr. Forest Explorers: Celebration of Light and Sunshine
A free caregiver and toddler nature program at Downsview Park with hands-on outdoor activities, seasonal crafts, and social time. Registration is required for all attendees.
Where: Downsview Park (70 Canuck Ave.)
When: December 15th, 2025 (10:00 AM – 11:30 AM)
Click here for more information.
2. Art Cart 2024/25 Showcase
Art Cart offers 12-week workshops connecting artist instructors with mental health or addiction experience to CAMH clients, guiding participants in skill-building and creative exploration across various art forms.
Where: Centre for Addiction & Mental Health (1025 Queen Street West, Toronto)
When: December 16th, 2025 (12:00 PM – 5:00 PM)
Click here for more information.
3. NHL: Toronto Maple Leafs vs. Chicago Blackhawks
Cheer on the Toronto Maple Leafs as they take on the Chicago Blackhawks in an exciting NHL matchup.
Where: Scotiabank Arena (40 Bay St., Toronto, ON M5J 3A5)
When: December 16th, 2025 (7:00 PM – 8:30 PM)
Click here for more information.
4. National Ballet of Canada: The Nutcracker
Celebrate 30 years of magic with The Nutcracker, a holiday classic featuring Tchaikovsky’s score, enchanting sets, and Marie and Misha’s journey through a world of sweets and wonder.
Where: Four Seasons Centre (145 Queen St W, Toronto, ON M5H 4G1)
When: Until December 31st, 2025
Click here for more information.
5. Burna Boy - No Sign of Weakness World Tour
GRAMMY® winner Burna Boy brings his No Sign Of Weakness tour to Scotiabank Arena for two nights, celebrating his eighth studio album with an epic live show.
Where: Scotiabank Arena (40 Bay St., Toronto, ON M5J 3A5)
When: December 17th-18th, 2025 (8:30 PM – 11:30 PM)
Click here for more information.
6. Snow White & The Secret Vault: A Holiday Pantomime
Join Snow White on a hilarious, family-friendly adventure with Gen Z sidekicks and secret friends, filled with laughs, cheers, and song in Snow White and the Secret Vault.
Where: Oakville Centre for the Performing Arts (130 Navy St, Oakville, ON, Canada)
When: December 19th, 20th, 21st, 37th, 28th, 2025
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