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Toronto is packed with things to do this October! From Halloween events and concerts to sports, festivals, fall activities, and family-friendly fun, here are some of the best things to check out this month.
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1. Halloween Haunt at Canada’s Wonderland
Canada’s Wonderland is getting spooky this fall with Halloween Haunt, an after-dark event featuring haunted attractions, immersive scare zones, creepy characters, and adrenaline-filled rides.
Where: 1 Canada’s Wonderland Drive (Vaughan)
When: Select nights, September 25th - November 1st, 2026
Price: Pass options vary
Category: Family-friendly
2. Toronto Maple Leafs Games
Cheer on the Leafs as they take on teams from across the league with thrilling matchups, an electric crowd, and unforgettable moments.
Where: Scotiabank Arena (40 Bay St)
When: Various dates in October 2026
Price: Refer to Ticketmaster
Category: Family-friendly
3. Toronto Cocktail Festival
Raise a glass to Toronto’s vibrant cocktail scene with a week of tastings, exclusive events, and guest shifts showcasing top bartenders, mixologists, and creators.
Where: Various venues across Toronto
When: October 18th - 25th, 2026
Price: Tickets per event
Category: Date-Friends
4. Jonas Brothers: The Burning Up Tour All Over Again
Fans can relive the magic of the band’s legendary Burning Up era as Kevin, Joe, and Nick Jonas return to the stage for this special tour.
Where: Scotiabank Arena (40 Bay St)
When: October 24th, 2026
Price: Refer to Ticketmaster
Category: Family-friendly
5. 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: Family-friendly
6. Toronto Raptors Games
Spend the night cheering on the Raptors with high-energy basketball, exciting matchups, and the unforgettable atmosphere of an NBA game.
Where: Scotiabank Arena (40 Bay St)
When: Various dates in October, 2026
Price: Refer to Ticketmaster
Category: Family-friendly
7. Phoebe Bridgers: The Lost Tour
Phoebe Bridgers brings her signature indie sound and heartfelt songwriting to Toronto, with special guest Alex G joining the show.
Where: Scotiabank Arena (40 Bay St)
When: October 1st, 2026
Price: Refer to Ticketmaster
Category: Date-Friends
8. Toronto Sauna Festival
Explore unique sauna rituals, relax in the Recovery & Longevity Zone, enjoy local food vendors, and experience a festival that blends wellness, music, and community.
Where: Evergreen Brick Works (550 Bayview Ave)
When: October 2nd - 4th, 2026
Price: $89.99
Category: Family-friendly
9. Pumpkinfest Toronto
Celebrate the fall season at Toronto’s ultimate pumpkin festival. Enjoy family-friendly activities, live entertainment, carnival rides, delicious food, pumpkin displays, and more.
Where: Downsview Park (35 Carl Hall Rd)
When: October 9th - 12th, 2026
Price: Starting at $14.99
Category: Family-friendly
10. John Summit: CTRL ESCAPE ARENA TOUR
John Summit is bringing his biggest beats and high-energy house sound to Toronto for an unforgettable arena experience.
Where: Scotiabank Arena (40 Bay St)
When: October 25th, 2026
Price: Refer to Ticketmaster
Category: Date-Friends
11. Toronto FC Games
Toronto FC take on some of MLS’ biggest clubs. Enjoy a day out at one of Toronto’s most iconic sports venues.
Where: BMO Field (170 Princes’ Blvd)
When: Various dates in October 2026
Price: Refer to Ticketmaster
Category: Family-friendly
12. Toronto International Festival of Authors
Celebrate the power of storytelling with author talks, readings, workshops, and literary experiences featuring writers from around the world.
Where: Victoria University, UofT (73 Queen’s Park Cres)
When: October 28th - November 1st, 2026
Price: Starting at $15
Category: Family-friendly
13. Teddy Swims: The UGLY Tour
Expect soulful vocals, powerful performances, and fan-favourite hits, with special guests St. Paul & The Broken Bones and MarcLo.
Where: Scotiabank Arena (40 Bay St)
When: October 5th, 2026
Price: Refer to Ticketmaster
Category: Date-Friends
14. The Toronto Fall Baby Show
Whether you’re expecting, a new parent, or preparing for the next stage, this is the place to explore, learn, and find everything you need for your growing family.
Where: Enercare Centre, Hall B (100 Princes’ Blvd)
When: October 2nd - 4th, 2026
Price: $18
Category: Family-friendly
15. Toronto Argonauts Games
The Double Blue are back at BMO Field. Catch live CFL action, an electric stadium atmosphere, and exciting matchups.
Where: BMO Field (170 Princes’ Blvd)
When: October 3rd & 23rd, 2026
Price: Refer to Ticketmaster
Category: Family-friendly
16. Dan + Shay: The Young Tour
A night of country-pop hits, heartfelt lyrics, and powerful harmonies awaits as Dan + Shay take The Young Tour to Toronto with Tyler Hubbard.
Where: RBC Amphitheatre (909 Lake Shore Blvd W)
When: October 1st, 2026
Price: Refer to Ticketmaster
Category: Family-friendly
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