10 things to do this weekend in Toronto (Nov. 21-23)

The weekends this time of year are my favourite. There are holiday pop-ups, Christmas markets, and a joy in the air that cannot be matched. I am officially in full festive mode, and so is the city! Here are 10 of the best things to do this weekend in Toronto.

Miracle on Harbourfront

Did you know Miracle Bar added a second Toronto location? Yep – Miracle on Harbourfront just opened up – a Christmas pop-up bar unlike anything you’ve seen.

The Bloor location is my favourite place to go with friends over the holidays, and now, there’s a downtown option.

When: Friday, Nov. 21 to Sunday, Nov. 23, 2025 (open until Dec. 28)
Where: 235 Queens Quay W.
Cost: Varies (free admission)

Vintage Market

Now this is cool.

Vintage Market will be open all weekend, offering vintage clothing for just $4 per pound.

When: Friday, Nov. 21 to Sunday, Nov. 23, 2025
Where: 1086 1/2 Queen St. W.
Cost: Free admission

Sponsored Pick: The Energy Bird Experience

Behind closed doors awaits a 15-minute journey through three immersive rooms: Build, Boost, and Balance. Each space awakens the senses through layered soundscapes, delicate aromas, and guided micro-practices that move you from grounded calm to renewed clarity

When: Saturday, Nov. 22, Sunday, Nov. 23, Saturday, Nov. 29, Sunday, Nov. 30, 2025
Time: 10 a.m. to 4 p.m.
Where: 185 Spadina Ave.
Cost: Free admission

Distillery Winter Village

It’s open for the season and is awaiting you and your crew.

The Distillery Winter Village is a must-attend before Christmas, so make it this weekend!

When: Friday, Nov. 21, to Sunday, Nov. 23, 2025 (open until Jan 4, 2026)
Where: The Distillery District – 55 Mill St. 
Cost: $15 per person

Wine Fest Toronto

Wine lovers, this one is for you.

This all-you-can-drink wine festival will include free educational seminars, delicious sips, and a guaranteed good time.

When: Friday, Nov. 21, to Sunday, Nov. 23, 2025
Where:  Exhibition Place (Heritage Court) – 19 Nunavut Rd. 
Cost: $78.79 per person

‘Toy Story’ in Concert

Toy Story is coming to life at Meridian Hall.

For two nights, a live orchestra will play the score from the beloved film, as it plays in the background. This is a perfect date night idea, if you ask me.

When: Friday, Nov. 21, and Saturday, Nov. 22, 2025
Where: Meridian Hall – 1 Front St. E.
Cost: $74.70+ per ticket

AGO Holiday Afternoon Tea

Afternoon tea at the AGO, anyone?

This special holiday treat starts on Friday, but be sure to book your spot soon, as spots fill up quickly.

When: Starts Friday, Nov. 21, 2025
Where: The AGO – 317 Dundas St. W.
Cost: $85 per person ($40 per child under 10)

Toronto Raptors vs. Washington Wizards

Let’s go, Raps!

The Raptors are hosting the Washington Wizards on Friday, and tickets are still available.

When: Friday, Nov. 21, 2025
Time: 7:30 p.m.
Where: Scotiabank Arena – 40 Bay St.
Cost: $105+ per ticket

Holiday Market Sip ‘n’ Shop 

Happening at the Kimpton Saint George Hotel, this sip and shop is too cute not to attend.

“Enjoy sips c/o David’s Tea and The Hare Wine Co. while shopping from some of Toronto’s favourite luxe, local shops to find the perfect holiday gifts for friends and family,” shares the hotel.

Secure your spot online, grab a pal, and treat yourself to something special.

When: Saturday, Nov. 22, 2025
Time: 11 a.m. to 4 p.m.
Where: Kimpton Saint George Hotel – 280 Bloor St. W. 
Cost: Free admission

Bloor Yorkville Tree Lighting Ceremony 

Yorkville is getting a whole lot brighter this weekend.

The Holiday Magic tree lighting is happening from 5 to 7 p.m., with a musical performance from Shawn Hook.

When: Saturday, Nov. 22, 2025
Where: Cumberland Street and Bellair Street
Cost: Free admission

So many things to do, so little weekend, Toronto.

Recent Posts:
A former Toronto airport hangar is transforming into a free skating rink
This Toronto neighbourhood is getting a one-of-a-kind festive display and free concert