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It’s an exciting weekend in the city! From a tree lighting ceremony to holiday markets, here are some of the best events happening in Toronto this weekend.
Related Posts:
5 Must-Visit Spots for Christmas Lights
Top Christmas Markets to Visit in Toronto This Holiday Season
1. Santa at the Village
Celebrate the season with a charming historic holiday visit to Black Creek Pioneer Village. Meet Santa, explore heritage buildings dressed in festive décor, enjoy seasonal activities, and experience a cozy, old-fashioned Christmas perfect for families and little ones.
Where: The Village at Black Creek (1000 Murray Ross Pkwy, Toronto, ON M3J 2P3)
When: December 6th - 7th, 2025 (12 pm - 4 pm)
Price: $21.40 – $26.15
Category: Family-friendly
2. Window Wonderland Program

Explore festive displays by local artists on 20 business storefronts in Oakwood Village BIA.
Where: Oakwood Village BIA
When: December 5th, 2025 - January 11th, 2026
Price: Free admission
Category: Family-friendly
3. Toronto Art Crawl Holiday Market
Shop from over 180 local artists and makers at this lively indoor holiday market. Discover handmade jewelry, artwork, candles, home décor, prints, treats, and unique gifts while enjoying music, photo spots, and a festive shopping atmosphere perfect for crossing items off your holiday list.
Where: The Great Hall (1087 Queen St W, Toronto, ON M6J 1H3)
When: December 7th, 2025 (12 pm - 5 pm)
Price: Free admission
Category: Family-friendly
4. 12th Annual Leslieville Christmas Pop-up Market
Shop local this holiday season at the 12th Annual Leslieville Christmas Pop-up Market. Browse handmade gifts, artisanal goods, festive treats, and unique finds from Toronto makers while enjoying a cozy, community-focused atmosphere in one of the city’s favourite neighbourhoods.
Where: 388 Carlaw Avenue #207 Toronto, ON M4M 3P1
When: December 5th - 7th, 2025 (4:30 pm - 11 pm)
Price: Free admission
Category: Family-friendly
5. KRAMPUS BALL – Lucky 13
Step into a wickedly festive night as the Krampus Ball returns for its Lucky 13 edition. Expect dark holiday glamour, live performances, gothic costumes, themed vendors, and plenty of Krampus-inspired mischief as this legendary Toronto event transforms the season with an eerie twist.
Where: The Opera House (735 Queen St E, Toronto, ON M4M 1H1)
When: December 7th, 2025 (Starts at 10 pm)
Price: $33.33
Category: 19+
6. Fossil Quest: Scavenger Hunt at ROM
Fossil Quest turns the ROM into an adventure as you search for hidden clues, explore dinosaur diplays, and uncover prehistoric secrets. A fun, hands-on activity for families, kids, and anyone who loves ancient history.
Where: Royal Ontario Museum (100 Queens Park, Toronto, ON M5S 2C6
When: December 6th - 7th, 2025 (Starts at 11 am)
Price: $5 + General admission
Category: Family-friendly
7. A Charlie Brown Christmas
Experience the heartwarming magic of the season as A Charlie Brown Christmas comes to life on stage with live music, storytelling, and nostalgic holiday charm. Join Charlie Brown, Snoopy, and the Peanuts gang for a festive performance perfect for families and holiday fans of all ages.
Where: Meridian Hall (1 Front St E, Toronto, ON M5E 1B2)
When: December 6th - 7th, 2025
Saturday, December 6th: Shows at 4 pm and 8 pm
Sunday, December 7th: Starts at 1 pm
Price: Prices start at $47.75
Category: Family-friendly
8. Toronto Maple Leafs vs. Montreal Canadiens
Catch the Leafs take on the rival Canadiens in one of the season’s most electric matchups. Expect an action-packed game, roaring energy at Scotiabank Arena, and classic Toronto hockey vibes, perfect for a night out with friends, family, or fellow fans.
Where: Scotiabank Arena (40 Bay St)
When: December 6th, 2025 (Starts at 7 pm)
Price: Prices start at $279
Category: Family-friendly
9. Messy's Drag Holiday Bingo at No Notes Cocktail Bar
Get ready for Messy’s Drag Holiday Bingo, a hilarious night of campy performances, festive chaos, and holiday-themed bingo rounds hosted by some of Toronto’s favourite drag talent. Expect big laughs, cheeky prizes, and signature cocktails in a lively setting.
Where: No Notes Cocktail (3 Westmoreland Avenue, Toronto, ON M6H 2Z6)
When: December 6th, 2025 (7 pm - 10 pm)
Price: $12.96
Category: 19+
10. Holiday Fest & Butter Tart Market
Spend a festive day at the Holiday Fest & Butter Tart Market, a sweet one-day event filled with local vendors, artisan goods, and endless butter tarts. Enjoy holiday treats, cozy community vibes, and plenty of delicious stops to shop and snack your way through.
Where: Royal Canadian Legion Branch 101 (3850 Lake Shore Blvd W, Etobicoke, ON M8W 1R3)
When: December 6th, 2025 (10 am - 4 pm)
Price: Free admission
Category: Family-friendly
11. Polanko Coffee Party
Polanko Coffee hosts a Latin-inspired brunch filled with signature plates, bold coffee cocktails, and warm community vibes. With a live DJ setting the tone, it’s the perfect mix of great flavours and great energy.
Where: Polanko Resto Bar (1002 St Clair Ave W, Toronto, ON M6E 1A2)
When: December 7th, 2025 (10 am - 4 pm)
Price: $10
Category: Date/Friends
12. Mississauga Festival of Trees
Step into a festive world of art, light and local creativity at the Mississauga Festival of Trees. Explore imaginative tree-themed installations, browse a lively artisan and culinary market, enjoy hands-on workshops, and take in live music surrounded by warm, seasonal décor.
Where: Small Arms Inspection Building (1352 Lakeshore Road East, Mississauga)
When: December 5th - December 14th, 2025 (Times Vary)
Price: Pay-what-you-can
Category: Family-friendly
Community Events
1. A Date Night Paint Night
Canvas Connection is a couples’ painting night where each partner creates half of a shared artwork. Enjoy guided instruction, creative freedom, refreshments, and fun questions to connect and create together.
Where: Artbox Studio Gallery (1226 Kingston Rd, Toronto M1N1P3)
When: December 6th, 2025 (8:00 PM – 10:00 PM)
Click here for more information.
2. Anga's Winter Market
Anga’s Winter Market offers handmade gifts, festive workshops, live music, Santa photos, and family activities, plus a community hockey and skate drive—all in a fun, free holiday event.
Where: Anga's Farm & Nursery (89 Bankfield Drive, Etobicoke ON. M9V2R2)
When: December 6th, 2025 (10:00 AM – 5:00 PM)
Click here for more information.
3. East End Arts Holiday Arts Market 2025
Visit East End Arts’ Holiday Market to shop handmade goods from 15+ local artists, enjoy festive music, mulled wine, treats, and support a local food drive.
Where: St. Matthew's Clubhouse (450 Broadview Ave)
When: December 6th, 2025 (11:00 AM – 4:00 PM)
Click here for more information.
4. Casa Loma Holiday of Lights 2025
Stroll through Casa Loma’s gardens and tunnels adorned with festive lights and decorations, enjoying a self-guided walk with live performances and holiday magic.
Where: Casa Loma (1 Austin Terrace)
When: December 5th, 2025 – January 3rd, 2026 (5:30 PM – 11:00 PM)
Click here for more information.
5. NBA: Toronto Raptors vs. Boston Celtics
Cheer on the Toronto Raptors as they face the Boston Celtics in an exciting NBA game!
Where: Scotiabank Arena (40 Bay St., Toronto, ON M5J 3A5)
When: December 7th, 2025 (3:30 PM – 5:00 PM)
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