It’s time to embrace all the fall activities because, believe it or not, fall has come to an end. Nonetheless, it’s a thrilling week in the city, and there are tons of things to do in Toronto. That means we’re squeezing in a few more rounds of outdoor adventures, patio outings with friends, and wild nights out – before it gets way too cold.

Want to know what’s going on in the city? Here are 10 of the best things to do this week in Toronto.

Tove Lo – ESTRUS tour

Just a few days away until Tove Lo performs in Toronto for her ESTRUS tour. Lucky for you, tickets are still on sale.

When: Wednesday, Sept. 23, 2026
Time: 8 p.m.
Where: Coca-Cola Coliseum – 19 Nunavut Rd.
Cost: $36+

Wednesdays at Gardiner Museum

Head over to the Gardiner Museum on Wednesday nights after 4 p.m. for free admission. No advance registration is required.

When: Every Wednesday
Time: After 4 p.m.
Where: 111 Queen’s Park
Cost: Free

Second Summer Festival

Second Summer Festival isn’t letting the season change without one more musical celebration. The brand-new multi-venue music festival will take over a number of hot spots Toronto’s west end this week. Tickets are still on sale.

When: Thursday, Sept. 24 to Saturday, Sept. 26, 2026
Time: 5 p.m. to late
Where: Several locations
Cost: Starting at $71.37+

Cafe Milk O’Clock

Get your hands on delicious dairy treats and go home with limited-edition merch! But before you dip, enjoy the live DJs and milk and cereal rave.

And it’s all a post-to-pay experience/ All you have to do is follow and tag @milkupontario on Instagram or TikTok to build your own tray of dairy eats and drinks for breakfast, lunch, dinner, and even a midnight snack.

You can then exchange a token at the gachapon machine for a prize.

When: Friday, Sept. 25 to Sunday, Sept. 20
Time: 9 a.m. to 9 p.m.
Where: 938 Queen St. W.
Cost: Free

Shaboozey – Outlaws Never Die Tour

Tickets are still on sale for Shaboozey’s Outlaws Never Die Tour!

When: Friday, Sept. 25, 2026
Time: 8 p.m.
Where: RBC Amphitheatre – 909 Lake Shore Blvd W
Cost: $69+

Halloween Nights of Lights & Pumpkinville

The fall season is slowly starting to creep in, Toronto. That means crisp morning air, hues of orange and red, and lots — and I mean LOTS — of pumpkins. Halloween Nights of Lights and Pumpkinville returns this month and is set to illuminate the night sky with over 1.5 million dazzling lights, midway rides, seasonal eats, and more than 15,000 real pumpkins.

When: Select dates starting Friday, Sept. 25 to Nov. 1, 2026
Time: Thursday from 5 to 11 p.m., Friday from 5 p.m. to midnight, Saturday from noon to midnight, Sunday from noon to 11 p.m.
Where: CF Sherway Gardens, Outdoor Parking Lot, 25 The West Mall, Etobicoke, Ont.
Cost: Adults – $21.99+fees; Child – $16.99+fees

Public Pier

Dubbed Public Pier, this new project transforms Marina Quay West (beside Toronto Music Garden and opposite the Canada Malting Silohs) into a day-to-night destination with public programming that includes food markets, DJs and even line dancing.

When: Friday, Sept. 25 and Sunday, Sept. 26, 2026
Time: 1 p.m. to 11 p.m.
Where: Marina Quay West, 539 Queens Quay W.
Cost: Free

The Bentway Skate Trail

Not only will you be able to enjoy some skating action even after summer is over, but you will also be able to take part in a series of community-driven events.

When: Until Sunday, Sept. 27, 2026
Time: Fridays from 5 to 9 p.m., Saturdays and Sundays from 1 to 8 p.m.
Where: The Bentway Skate Trail — 250 Fort York Blvd.
Cost: Skating is free; rentals start at $18 (plus tax)

Toronto History Museums 

All 10 of the Toronto History Museums have free admission at all times.

According to the City of Toronto, this is “to provide everyone an opportunity to fully participate in cultural heritage and spaces.”

The museums include:

Happy Hour at The Drake

Possibly one of the best Happy Hour deals in Toronto. Make your way to The Drake for $13 cocktails and 30 per cent off select menu items. You can enjoy this deal at its four spaces: the Sky Yard rooftop, the Cafe Patio, the Lounge, and the Modern Wing Lobby Bar.

See me there with a Hugo Spritz and $7 hand-cut fries.

When: Every day
Time: 4 to 6 p.m.
Where: 1150 Queen St. W.
Cost: $13 cocktails, 30 per cent off select menu items

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Karen Doradea

Karen Doradea

Managing Editor, Toronto – Karen is a multimedia journalist based in Toronto. With a strong knowledge of reporting and editing through all forms of media, she has a true passion for storytelling. She carries several years of journalistic experience and has covered the Toronto scene from local stories to national news. When Karen isn’t publishing fire content, you can find her binge-watching sitcoms on Crave, at a must-try restaurant, or scrolling endlessly on TikTok looking for the next best thing – News never sleeps.

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