Toronto sparkles in December! From holiday shows and winter markets to Raptors games and New Year’s celebrations, there’s something for everyone. Grab your hot chocolate, bundle up, and dive into the best things to do this month.

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1. The Nutcracker

Celebrate 30 years of this beloved holiday ballet, filled with magical creatures, dazzling sets, and Tchaikovsky's iconic music as Marie and Misha embark on an unforgettable Christmas Eve adventure.

Where: Four Seasons Centre for the Performing Arts (145 Queen St W, Toronto, ON)

When: December 5th to 31st, 2025

Price: Prices start at $69‍

Category: Family-friendly

Click here for the website.

2. Festive Night Out Meet New Friends

Join us on Friday, December 5th for an evening of festive cheer - starting with a winter city walk and hot chocolate at The Deck at Clarence Square(6 PM), then heading to Waterworks Food Hall (7 PM) for games, great company, and delicious food and drinks. We'll also be giving away exciting prizes throughout the night.

Where: The Deck at Clarence Square Park & Waterworks Food Hall SOI, Toronto ON

When: December 5th, 2025 (6:00 pm to 10:00 pm)

Price: $5‍

Category: Date/Friends

Click here for the website.

3. Watch the Toronto Raptors

Catch the Toronto Raptors in action all month long with multiple home games bringing big plays, electric energy, and nonstop excitement to the court.

Where: Scotiabank Arena (40 Bay St. Toronto, ON)

When: December 2, 4, 5, 7, 20, 28, 29 & 31, 2025‍

Price: Prices start at $36

Category: Family-friendly

Click here for the website.

4. Distillery District Winter Market

Explore a charming holiday village filled with twinkling lights, Santa visits, carollers, festive treats, and unique local shopping set against historic cobblestone streets.

Where: The Distillery Historic District (55 Mill St. Toronto)

When: Until January 4th, 2026 ‍

Price: Free Admission

Category: Family-friendly

Click here for the website.

5. Burna Boy: No Sign Of Weakness Tour

Burna Boy brings massive energy and unforgettable performances on two back-to-back nights as part of his No Sign of Weakness tour.

Where: Scotiabank Arena (40 Bay St., Toronto, ON M5J 3A5)

When: December 17th-18th, 2025‍

Price: Prices start at $81

Category: Date/Friends

Click here for the website.

6. Eaton Centre Christmas Tree Hourly Ceremony

Enjoy hourly indoor snowfalls and dazzling holiday lights set to festive music, creating a magical winter wonderland perfect for photos and family fun.

Where: CF Toronto Eaton Centre (220 Yonge St, Toronto, ON)

When: Until December 31st, 2025‍

Price: Free Admission

Category: Family-friendly

Click here for the website.

7. Toronto Maple Leafs

Cheer on the Toronto Maple Leafs as they hit the ice for a month packed with thrilling home games and high-energy hockey action.

Where: Scotiabank Arena (40 Bay St., Toronto, ON)

When: December 6, 8, 11, 13, 16, 23, 27 & 30, 2025‍

Price: Prices start at $266

Category: Family-friendly

Click here for the website.

8. Holiday at The Well

Enjoy a free Nordic-inspired winter experience with seasonal activities, festive programs, and a Vendor Village filled with unique gifts from local small businesses.

Where: The Well (486 Front Street West, Toronto, ON)

When: Until December 28th, 2025‍

Price: Free Admission

Category: Family-friendly

Click here for the website.

9. Holiday Hills at Stackt Market

Explore bright displays, enjoy festive treats and drinks, shop for unique gifts, and take in weekly entertainment that brings the holiday spirit to life.

Where: Stackt Market (28 Bathurst St. Toronto, ON)

When: Until December 28th, 2025 (12:00 pm - 10:00 pm)‍

Price: Free Admission

Category: Date/Friends

Click here for the website.

10. Cavalcade of Lights

Nathan Phillips Square becomes a winter wonderland with sparkling lights, live performances, and nightly skating under the stars.

Where: Nathan Philips Square (100 Queen St.)

When: November 29th to January 7th, 2026‍

Price: Free Admission

Category: Family-friendly

Click here for the website.

11. TSO Holiday Pops

Enjoy a joyful holiday concert filled with timeless classics, soaring vocals, lively choruses, and a festive singalong, perfect for celebrating the season with family and friends.

Where: Roy Thomson Hall (60 Simcoe St, Toronto, ON)

When: December 10th - 11th, 2025

Category: Date/Friends‍

Price: Prices start at $87

Click here for the website.

12. A Charlie Brown Christmas

Watch the Peanuts gang bring a holiday classic to life with live actors, animated backdrops, and Vince Guaraldi's iconic music performed by a live orchestra.

Where: Meridian Hall (1 Front Street East)

When: December 6th-7th, 2025

Category: Family-friendly‍

Price: Prices start at $54

Click here for the website.

13. Toronto Art Crawl Christmas POP UP

Shop unique creations from 120+ local artists at a festive Christmas pop-up with food, music, and one-of-a-kind art, fashion, and home decor—all for free!

Where: The Great Hall (1087 Queen St W, Toronto)‍

When: December 7th, 2025‍

Price: Free Admission‍

Category: Family-friendly

Click here for the website.

14. Light Up The Dark

Experience dazzling light projections at the Aga Khan Museum, transforming the night with vibrant colours inspired by art and museum collections.

Where: Aga Khan Park (77 Wynford Dr, Toronto, ON)

When: December 27th to 29th, 2025

Category: Family-friendly

Price: Prices start at $10‍

Click here for the website.

15. Guided Night Snowshoe Hikes

Experience a magical guided night snowshoe hike, where moonlit trails, starry skies, and the sounds of nocturnal wildlife create an unforgettable adventure.

Where: Scenic Caves Nature Adventures (260/280 Scenic Caves Rd.)

When: December 27th, 2025 - February 28th, 2026‍

Price: Prices start at $62‍

Category: Date/Friends

Click here for the website.

16. Winter Glow at Sankofa Square

Enjoy a lively urban holiday festival filled with bright lights, music, tasty treats, classic rides, and cheerful activities for all ages.

Where: Sankofa Square (1 Dundas Street East, Toronto)

When: December 11th - 21st, 2025

Price: Free Admission‍

Category: Family-friendly

Click here for the website.

17. ROM for the Holidays

Enjoy a full day of holiday fun with live performances, hands-on activities, special exhibitions, and refreshed dinosaur galleries for all ages to explore.

Where: Royal Ontario Museum (100 Queen's Park)

When: December 26th, 2025 - January 4th, 2026‍

Price: Prices start at $26

Category: Family-friendly

Click here for the website.

18. Winter at Haliburton Sculpture Forest

Explore a snowy trail filled with outdoor sculptures from Canadian and international artists—a relaxed, free experience perfect for winter walks and snowshoeing.

Where: Haliburton Sculpture Forest (297 College Drive, Haliburton)

When: December 30th, 2025 - March 31st, 2026‍

Price: Free Admission

Category: Family-friendly

Click here for the website.

19. Kensington Market Winter Solstice Festival

Celebrate the Winter Solstice in Kensington Market with lanterns, giant puppets, stilted dancers, fire performers, and live music, marking the return of light and community spirit.

Where: Kensington Market (160 Baldwin Street, Toronto, ON)

When: December 21st, 2025‍

Price: Free Admission

Category: Family-friendly

Click here for the website.

20. DJ Skate Nights

Enjoy winter Saturday nights with DJ Skate Nights, gliding on a larger waterfront rink while top DJs spin music for a lively, energetic skating experience.

Where: Harbourfront Centre (235 Queens Quay W, Toronto)

When: December 20th, 2025 - February 14th, 2026‍

Price: Free Admission

Category: Family-friendly

Click here for the website.

21. Winter Blooms: Circus at the Garden

Experience a magical Winter Solstice show with aerialists, acrobats, and clowns bringing winter tales to life, blending humor, wonder, and seasonal magic for all ages.

Where: Toronto Botanical Gardens (777 Lawrence Avenue East)

When: December 19th to 21st, 2025‍

Price: Prices start at $31.59

Category: Family-friendly

Click here for the website.

22. Hangar Skate Returns to YZD

Enjoy free outdoor ice skating on a 4,500 sq. ft. rink, surrounded by art, with festive performances, holiday activities, and indoor arts programming for all ages

Where: YZD (34 Hanover Road Toronto)

When: December 19th, 2025 - February 16th, 2026

Price: Free Admission

Category: Family-friendly

Click here for the website.

23. ROM After Dark: Winter Festival of Light

Experience ROM After Dark with live music, DJs, pop-up performances, and themed activities for adults, offering a unique, art-filled night at the museum.

Where: Royal Ontario Museum (100 Queen's Park)

When: December 19th, 2025

Price: Prices start at $40

Category: Family-friendly

Click here for the website.

24. Wing Chun Dance Drama

Experience the North American premiere of Wing Chun Dance Drama, blending acrobatic dance, martial arts, and cinematic visuals to tell the story of Ip Man and his legacy.

Where: Meridian Hall (1 Front St E, Toronto)

When: December 16th, 2025 - January 4th, 2026

Price: Prices start at $26

Category: Date/Friends

Click here for the website.

25. Angus Glen’s Fairway of Lights

Explore the Fairway of Lights, a winter walk through a beautifully lit forest, offering a magical, family-friendly holiday experience in a serene, accessible setting.

Where: Angus Glen Golf Club, (10080 Kennedy Rd, Gormley)

When: December 13th to 31st, 2025

Price: Prices start at $10

Category: Family-friendly

Click here for the website.

26. Holiday Fair In The Square 2025

Enjoy a festive holiday market with artisan stalls, food, drinks, live performers, and Santa visits, all while supporting Epilepsy Toronto’s community initiatives.

Where: Sankofa Square (1 Dundas St E, Toronto)

When: December 11th to 21st, 2025‍

Price: Free Admission

Category: Family-friendly

Click here for the website.

27. Guess? Warehouse Sale

Discover major discounts on Guess jeans and more at this limited-time warehouse sale. Happening at The International Centre perfect for snagging stylish pieces at unbeatable prices.

Where: The International Centre (6900 Airport Road, Mississauga)

When: December 10th to 14th, 2025‍

Price: Free Admission

Category: Shopping

Click here for the website.

28. Christmas Celebration on Main Street Unionville

Enjoy a festive afternoon with lights, live music, shopping, dining, Santa photos, a Christmas train, carollers, and holiday activities along Main Street.

Where: Main Street Unionville (Markham, ON)

When: December 6th, 2025

Price: Free Admission

Category: Family-friendly

Click here for the website.

29. Santa at the Village

Experience a festive winter wonderland with Santa, holiday lights, crafts, treats, carnival games, and seasonal cheer at The Village at Black Creek.

Where: Black Creek Pioneer Village, (1000 Murray Ross Pkwy, Toronto)

When: December 6th to 23rd, 2025‍

Price: Prices start at $14.24

Category: Family-friendly

Click here for the website.

30. The Winter Market at Evergreen Brick Works

Evergreen Brick Works hosts a festive winter market with 60+ vendors, food trucks, skating, workshops, live performances, and fun activities for families on select weekends.

Where: Evergreen Brick Works (550 Bayview Ave, Toronto)

When: Until December 21st, 2025

Price: Free Admission

Category: Family-friendly

Click here for the website.

31. Toronto’s Best Singles New Year’s Party “An Elegant Affair”

Ring in 2026 mingling, dancing, and celebrating with Toronto's singles at a lively New Year's Eve party perfect for meeting new people.

Where: Kelly’s Landing (123 Front St. West)

When: December 31st, 2025‍

Price: $50

Category: Date/Friends

Click here for the website.

32. New Year's Eve Celebrations at Harbourfront Centre 

Celebrate New Year's Eve with free DJ Skate Night, local eats, a Harbourfront train ride, and a stunning midnight fireworks show over the lake.

Where: Harbourfront Centre (235 Queens Quay West)

When: December 31st, 2025‍

Price: Free Admission

Category: Family-friendly

Click here for the website.

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