Cheers to another week, Toronto! Like always, we’re in for a thrilling few days in the city — rain or shine. If you’re looking for ways to keep the fun going and are in need of ideas, there are tons of things to do in Toronto. And lucky for you, we’ve gathered a handful of experiences you need to check out.

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

Trivia night at Snakes and Lattes

Are you the type of person who knows absolutely everything? Maybe you’re a trivia pro. If you are, make your way to Snakes and Lattes on Oct. 13 for an evening of general knowledge fun.

When: Tuesday, Oct. 27, 2026
Time: 7 to 9 p.m.
Where: 600 Bloor St W.
Cost: $12+

Toronto Silent Book Club

Readers rejoice! If you’re looking for a thrill, join this free, casual book club at The Well. There’s no assigned reading; just bring your own book and mingle.

When: Tuesday, Oct. 27, 2026
Time: 6 to 8 p.m.
Where: The Well — Wellington Market
Cost: Free

Sponsored pick: Art Toronto

Discover where Canada collects. Art Toronto, the country’s premier art fair, is back at the Metro Toronto Convention Centre from October 29 – November 1. Featuring over 100 galleries, including a strong Canadian presence and international exhibitors, the fair offers a vibrant mix of modern and contemporary art.

Explore striking installations, immerse yourself in Arte Sur’s Latin American showcase, and enjoy Platform Talks and Tours to hear from leading artists and cultural voices.

When: Thursday, Oct. 29 to Sunday, Nov. 1, 2026
Time: First Look Opening Night: 4 to 6 p.m. | Opening Night: 6 to 10 p.m. | Public Days: Friday from noon to 9 p.m., Saturday from noon to 7 p.m., Sunday from noon to 6 p.m.
Where: Metro Toronto Convention Centre — North Building, 255 Front St. W.
Cost: $30+

Macabrista

In the Halloween mood? Check out this spooky feast and market in East York. Explore an array of unique artisans and vendors all while chowing down on some delicious bites. There will also be fire performances and DJs keeping you on your feet.

When: Until Thursday, Oct. 29, 2026
Time: 2 p.m. to midnight
Where: Motorista Studio — 25 Commercial Rd
Cost: Free to enter; feast at $35 per person.

Black Lagoon pop-up at The Drake Hotel

The Drake Hotel is in the Halloween spirit, bringing a creepy-as-hell cocktail experience, Black Lagoon, to the popular destination until Oct. 31. Industry veterans Erin Hayes and Kelsey Ramage, have returned to transform The Drake, and 34 acclaimed bars across North America into eerie Halloween destinations.

When: Wednesday to Friday until Oct. 31, 2026
Time: 5 to 11 p.m.
Where: The Drake Hotel – 1150 Queen St. W.
Cost: Free to attend

Casa Loma’s Legends of Horror

Running every October for the past decade, the event transforms the hilltop castle-mansion into a spooky maze plucked straight from your nightmares.

The hour-long loop runs through the property’s extensive gardens and eerie-on-the-best-of-days tunnels, which are packed with ghoulish scenes and scare actors poised and ready to pounce when you least expect it.

When: Until Saturday, Oct. 31
Time: Legends of Horror – Family Hours: Friday to Sunday at 5:30, 6 and 6:30 p.m.; Regular hours starting at 7 p.m.
Where: Casa Loma – 1 Austin Terr.
Cost: Starting at $35 plus fees.

Harry’s Charbroiled Burgers X Boxcar Social

Harry’s Charbroiled Burgers and Boxcar Social are teaming up for a limited-time breakfast collab, exclusively at Waterworks Food Hall.

The menu includes vegetarian, bacon and burger breakfast sandwiches, plus a feature sandwich, with pricing starting at $14.50. Enjoy coffee combos, crispy hash browns, and cookies too.

When: Fridays, Saturdays and Sundays
Time: 8 a.m. to 11 a.m.
Where: Waterworks Food Hall – 50 Brant St., with orders placed through Boxcar Social
Cost: Starting at $14.50

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 until 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

Halloween Haunt

Halloween Haunt is back at Canada’s Wonderland with unforgettable thrills like The Conjuring: Beyond Fear immersive attraction and horrifying mazes. “Face your fears in terrifying scare zones and haunted mazes, encounter hundreds of monsters, enjoy thrilling night rides and sinister live shows,” shares CW.

When: Select nights until Nov. 1, 2026
Time: 6 p.m. to late
Where: 1 Canada’s Wonderland Dr., Vaughan, Ont.
Cost: Tickets start at $45 plus applicable taxes and fees

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:

Have a great week, Toronto!

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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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