Though September has rolled around, we still get to enjoy a few more weeks of summer. Nonetheless, it’s another thrilling week in the city, and there are tons of things to do in Toronto. We’re so stoked for all the fun that’s to come. That means a few more rounds of outdoor adventures, patio outings with friends, and an intoxicating city vibe.
Want to know what’s going on in the city? Here are 10 of the best things to do this week in Toronto.
NYX Smushy SOS Truck
Get your hands on a free Smushy SOS Hydrating Lip Balm at several locations across Toronto. Available for the first 200 who arrive.
Locations go as follows:
- Tuesday, Sept. 1 at TMU, 80 Gould St and 287 Victoria St.
- Wednesday, Sept. 2 at 364 Queen St. W and 25 Atlantic Ave.
- Thursday, Sept. 3 – U of T, 42 St George St. and Massey College, 4 Devonshire Pl.
- Friday, September 4 – Trinity Bellwoods Park, 790 Queen St W. and 135 Ossington Ave.
When: Sept. 1 – 4, 2026
Time: 11 a.m. to 4 p.m.
Where: Several locations
Cost: Free
Rock Symphony
On Tuesdays, Casa Loma will bring Rock Symphony to the stage, featuring vocals from Justin Di Donato and Cleopatra Williams. Expect a blending of classical instrumentation with iconic rock anthems for a powerful crossover experience.
When: Tuesdays, until Sept. 7, 2026
Time: Doors open at 5 p.m.
Where: Casa Loma — 1 Austin Terr.
Cost: $55+
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
High Sociétéa
A pink double-decker bus will be rolling through the streets of Toronto, bringing in Canada’s first afternoon tea experience served in motion.
Though we’ve seen our fair share of jaw-dropping, questionable, and even shocking scenes in the city, there’s nothing quite like High Sociétéa.
It’s huge, it’s pink, and it’s moving. This double-decker experience offers a curated city tour, live violin, and a theatrical onboard experience under a panoramic glass roof with 180-degree city views.
When: Tuesdays to Sundays
Time: From 10:30 a.m. to 6 p.m.
Where: Departure and return are from a central downtown Toronto spot (details after booking)
Cost: $125+
Symphony in the Gardens
Enjoy an elegant evening of orchestral performances at Casa Loma. On Mondays, the castle offers a stunning performance by the Casa Loma Symphony Orchestra, under the artistic direction of Maestro Paolo Busato. Tickets are available online.
When: Mondays, until Sept. 7, 2026
Time: Doors open at 5 p.m.
Where: Casa Loma — 1 Austin Terr.
Cost: $55 +
Girl Dinner at Chotto Matte
Girl Dinners are not just exclusive to your homes; it’s now at Chotto Matte Toronto. We’re talking Chotto Caesar Salad, Truffled Yuca Fries, Chotto Matte’s signature Dragon Roll, and the choice between three martini favourites: Dirty Nikkei Martini, Lychee Lover Martini, or classic Espresso Martini.
When: Thursdays to Saturdays
Time: 6 p.m. to late
Where: 161 Bay St.
Cost: $44
CNE 2026
Nothing sounds better than chowing down on mouthwatering eats and testing out all the midway rides while taking in all the CNE vibes. It’s finally here! Will you be going to the CNE this year?
When: Until Monday, Sept. 7, 2026
Time: 10 am to midnight
Where: Toronto’s Exhibition Place north of Lake Shore Boulevard West between Strachan & Dufferin streets
Cost: GA – $26.55 plus fees
Veuve Clicquot Sun Club at KŌST Toronto
Veuve Clicquot Sun Club at KOST is part of an exclusive collection of pop-up terraces located in dream destinations all over the world.
“Guests can enjoy the Sun Club experience overlooking the Toronto skyline, with a specially curated pairing menu alongside Veuve Clicquot Yellow Label, Rosé and Rich, available by the glass or bottle,” share organizers.
If you can’t let go of summer just yet, this rooftop patio is calling you.
When: Daily
Time: Dependent on reservation
Where: 80 Blue Jays Way, 44th Floor
Cost: Varies
One Piece pop-up
The iconic One Piece pop-up store is back this summer at Mississauga’s Square One. After the success of its initial launch back in 2025, the pop-up experience is returning with bountiful treasures, some of which are new additions to its collection. Inspired by a ship cabin, the 2.0 edition of the pop-up brings its 20-foot-tall sail installation to Square One for a one-of-a-kind shopping experience.
When: Until Sunday, Sept. 13, 2026
Where: Centre Court, Square One – 100 City Centre Dr., Mississauga
The Bentway Skate Trail
After weeks of FIFA World Cup action, Toronto’s The Bentway is back to business, opening up its 200-metre skating trail for another season of roller skating under the Gardiner.
Not only will you be able to enjoy some skating action this summer, but you will also be able to take part in a series of community-driven events. These include skate parties, beginner lessons, art workshops, family programming, and the launch of a brand-new after-school program for young city-builders.
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)
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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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