Categories: Things To Do

10 of the best things to do this weekend in Toronto (Dec. 5-7)

Holiday markets, food pop-ups, concerts, sporting events, oh my! The holidays are here, and the festivities in Toronto are plentiful. Get ready for a fun few days. Here are the best things to do this weekend in Toronto.

Distillery Winter Village

The best part of Toronto’s holiday season.

The Distillery Winter Village is on again this weekend, and if you haven’t been yet, this is your sign to go.

When: Friday, Dec. 5, to Sunday, Dec. 7, 2025 (open until Jan. 4, 2026)
Where: The Distillery District – 55 Mill St. 
Cost: $15 per person

Via Allegro Ristorante Chef’s Tasting Experience

Put together by Executive Chef Marco Zandona and Culinary Director Claudio Aprile, one of Toronto’s most beloved restaurants has a new seven-course tasting menu you have to treat yourself to.

Speaking of the Distillery Winter Village, Claudio Aprile is one of Canada’s chefs taking part in the new Chef’s Lane in The Distillery Winter Village from now until Jan. 4.

The most exciting part of this menu is that it is designed as a surprise, each one created day-of, “based on what’s best from the market, and tailored to the table’s preferences.”

A perfect date night idea, or an evening out with friends or family.

When: Friday, Dec. 5, to Sunday, Dec. 7, 2025 (available for reservations/bookings any night of the week)
Where: 1750 The Queensway
Cost: $190 per person, with an optional $98 per person wine pairing

Leslieville Christmas Pop-up Market

Sip, shop, and enjoy.

Tickets to this Christmas market get you drink samples, food samples, vendor specials, live music, and more, all happening in Toronto’s east end.

When: Friday, Dec. 5, to Sunday, Dec. 7, 2025
Where: 388 Carlaw Ave. #207
Cost: $36.61+ per person

Of Monsters and Men concert

Of Monsters and Men is coming to History on Friday night.

Grab your tickets while they’re still available.

When: Friday, Dec. 5, 2025
Time: 7 p.m.
Where: History – 1663 Queen St. E. 
Cost: $126.50+ per ticket

Papa Roach concert

More concerts! This one is at Coca-Cola Coliseum.

Tickets start at $74.50.

When: Friday, Dec. 5, 2025
Time: 7 p.m.
Where: Coca-Cola Coliseum – 19 Nunavut Rd. 
Cost: $74.50+ per ticket

Toronto Raptors vs. Charlotte Hornets

The Toronto Raptors are at home this weekend, taking on the Charlotte Hornets.

Tickets are priced pretty reasonably, starting at $56.

When: Friday, Dec. 5, 2025
Time: 7:30 p.m.
Where: Scotiabank Arena – 40 Bay St. 
Cost: $56.60+ per ticket

Geary Block Party

According to the Geary Block Party, “We’re bringing together the best local flavours, live tunes, and unique vendors for a day you won’t want to miss.”

Warm drinks, a stroll, some food. A perfect Saturday if you ask me.

When: Saturday, Dec. 6, 2025
Where: Geary Avenue
Cost: Free admission

Merry Creepmas Market

Love the dark arts? This Christmas market is for you.

There will be 35+ artists and artisans featuring the spookiest, weirdest gifts for all.

When: Saturday, Dec. 6, 2025
Time: 11 a.m. to 5 p.m.
Where: Ground Control – 1279 Queen St. W. 
Cost: Free admission

Toronto Maple Leafs vs. Montreal Canadiens

Go Leafs, go!

This rivalry game is one you won’t want to miss.

When: Saturday, Dec. 6, 2025
Time: 7 p.m.
Where: Scotiabank Arena – 40 Bay St. 
Cost: $284.55+ per ticket

Toronto Raptors vs. Boston Celtics

More sports to round out a fabulous weekend.

When: Sunday, Dec. 7, 2025
Time: 3:30 p.m.
Where: Scotiabank Arena – 40 Bay St. 
Cost: $87.65+ per ticket

Have the best weekend ever, Toronto.

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