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Toronto is packed with things to do this weekend! From Halloween events and live music to sports, markets, art, festivals, and family-friendly activities, there’s something for everyone to enjoy across the city.
Related Posts:
Free Things to Do in Toronto This October
The Best Things to Do in Toronto This October
1. PumpkinFest
PumpkinFest is happening during the Thanksgiving long weekend in Toronto! This 3-day event will feature unlimited midway rides + jumping castles, an inflatable corn maze, carnival games with prizes, shows, photo ops, food trucks, a huge pumpkin patch where you can take home pumpkins for $5-10, and more! Make sure to mark your calendars because you don’t want to miss this.
Where: Downsview Park (35 Carl Hall Road, Toronto, Ontario M3K 2B6)
When: October 10th-12th, 2026 (10 am - 6 pm)
Price: Prices start at $15
Category: Family-friendly
2. Legends of Horror at Casa Loma
Celebrating 10 years of terror, explore a haunted trail through tunnels, gardens, and secret passageways filled with live actors, eerie sets, and chilling surprises.
Where: Casa Loma (1 Austin Terrace)
When: Various dates in October 2026
Price: Starting at $52
Category: Date-Friends
3. Fall Harvest Market
Thanksgiving weekend festival featuring local artisanal vendors, seasonal food and drinks, live entertainment, and autumn activities like pumpkin carving and cozy fire pits.
Where: Sugar Beach (11 Dockside Dr)
When: Until October 12th, 2026
Price: Free
Category: Family-friendly
4. MONSTA X World Tour
A night of high-energy performances, featuring hits from across their career and music from their latest English album, Unfold.
Where: 1133 Queen's Plate Dr, Etobicoke
When: October 10th, 2026 (8 pm)
Price: Refer to Ticketmaster
Category: Date-Friends
5. Halloween Haunt
Canada’s Wonderland transforms into a scream-filled Halloween experience with terrifying scare zones, haunted mazes, hundreds of monsters, thrilling night rides, and spooky live entertainment.
Where: 1 Canada's Wonderland Dr (Vaughan)
When: Select nights until November 1st, 2026
Price: Various pass options
Category: Date-Friends
6. Toronto FC vs. CF Montréal
Catch one of Toronto FC’s biggest rivalry matchups as they take on CF Montréal at BMO Field. Head to Exhibition Place for an afternoon of MLS action and cheer on TFC in front of the home crowd.
Where: BMO Field (170 Princes’ Blvd)
When: October 10th, 2026 (1 pm)
Price: Refer to Ticketmaster
Category: Family-friendly
7. Thanksgiving Market
Family-friendly and pet-friendly indoor market featuring local makers, vintage finds, artisan goods, and seasonal food vendors.
Where: The Parkdale Hall (1605 Queen St W)
When: October 11th, 2026 (11 am - 4 pm)
Price: Free admission (RSVP available online)
Category: Family-friendly
8. Karate Kid - The Musical
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A stage musical adaptation combining songs, dance, and acting based on the classic film.
Where: Princess of Wales Theatre (300 King St W)
When: Throughout October, 2026
Price: Starting at $69
Category: Date-Friends
9. Haunted ROM Tour
Explore the Royal Ontario Museum on a spooky guided tour featuring eerie stories, hidden secrets, and mysterious moments throughout the galleries.
Where: Royal Ontario Museum (100 Queens Park)
When: October 10th - 11th, 2026 (11 am and 1:30 pm)
Price: $5 + general admission
Category: Date-Friends
10. Queen St Marketplace
Shop from local Toronto makers and small businesses offering vintage finds, art, handmade goods, jewellery, flowers, matcha, sweet treats and more.
Where: Kew Gradens (2075 Queen St E)
When: October 10th, 2026
Price: Free admission
Category: Date-Friends
11. Art Month @ STACKT
An immersive art hub filled with interactive installations, live audiovisual performances, sculptures, workshops, and pop-ups from Toronto artists.
Where: STACKT Market (28 Bathurst St)
When: Until October 18th, 2026 (5 pm)
Price: Free
Category: Family-friendly
12. Toronto Vendor Showcase Expo
Discover local businesses, artisans, entrepreneurs, and brands at this shopping expo, featuring handmade goods, fashion, home décor, food, beauty products and more.
Where: 1873 Bloor St W
When: October 9th - 11th, 2026 (10 am - 5:30 pm)
Price: Refer to Eventbrite
Category: Date-Friends
13. Hallowmas Market
A spooky alternative artisan market featuring 40+ local artists and makers selling creepy, weird and Halloween-inspired art, clothing, jewellery, oddities, décor and more.
Where: Ground Control (1279 Queen St W)
When: October 10th, 2026 (11 am - 5 pm)
Price: Free admission
Category: Date-Friends
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