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Toronto is packed with World Cup excitement, Pride celebrations, food festivals, live entertainment, and outdoor events this week. From FIFA matches and Taste of Asia to concerts, comedy, sports, and community gatherings, here are the best things to do in Toronto from June 22nd to 27th.
Related Posts:
Best Things to Do This June in Toronto
Free Things to Do This June in Toronto
1. TODOTORONTO WORLD-CUP TRIVIA + MOVIE IN THE PARK
Todotoronto is teaming up with Movies in the Park for a special World Cup Trivia Night, giving soccer fans the chance to meet new people, test their knowledge, and enjoy an outdoor movie under the stars.
Where:
- Trivia at Lobster Burger Bar (214 King St W)
- Movie at David Pecaut Square (215 King St W)
When: June 24th, 2026 (6 pm - 11 pm)
Price: Starting at $13
Category: Family-friendly
2. FIFA World Cup Matches
The FIFA World Cup returns to Toronto with Croatia facing Panama and Senegal battling Iraq, bringing another round of high-stakes international soccer and an electric atmosphere to the city.
Where: Toronto Stadium (170 Princes' Blvd)
When: June 23rd and 26th, 2026
Price: Bundle ticket options available on the official FIFA site
Category: Family-friendly
3. Taste of Asia 2026
One of Canada’s largest Asian festivals returns with a weekend packed with incredible street food, live entertainment, cultural performances, and hundreds of vendors celebrating the rich diversity of Asian cultures.
Where: Streets of Kennedy and Steeles
When: June 26th - 28th, 2026
Price: Free to attend
Category: Family-friendly
4. Drag Ball
The biggest drag event of the year with over 70 drag performances from local and international stars, featuring talent from RuPaul’s Drag Race and Canada’s Drag Race.
Where: Multiple locations
When: June 27th, 2026 (2 pm - 11 pm)
Price: Free + VIP/Meet-and-Greet upgrades starting at $105
Category: Date-Friends
5. Toronto Blue Jays Games
Toronto Blue Jays play all week long against the Houston Astros and Texas Rangers, with special promotions including Loonie Dogs Night, a Retro Dome Hat Giveaway, and Kirk City Connect Replica Jersey Night.
Where: Rogers Centre (1 Blue Jays Way)
When: June 22nd - 27th, 2026
Price: Starting at $25
Category: Family-friendly
6. Toronto Ribfest
Toronto Ribfest returns with award-winning BBQ, live entertainment, family-friendly activities, and some of North America’s top rib teams serving up mouthwatering eats all weekend long.
Where: Cloverdale Mall (250 The East Mall, Etobicoke)
When: June 26th - 28th, 2026
Price: Entrance fee $3 to support local charities
Category: Family-friendly
7. Toronto Pride Ride 2026: Neon Riders
The annual Pride Ride Toronto is a 20 km social cycling event bringing together riders and allies of all skill levels for a colourful evening ride through downtown Toronto in celebration of Pride Month.
Where: Nathan Phillips Square (100 Queen St W)
When: June 25th, 2026 (7:00 pm)
Price: Free to participate
Category: Family-friendly
8. Paul Simon: A Quiet Celebration
Music icon Paul Simon brings A Quiet Celebration to Toronto, offering fans a rare opportunity to experience one of the most influential songwriters of all time live in concert.
Where: RBC Amphitheatre (909 Lake Shore Blvd W)
When: June 25th, 2026 (8 pm)
Price: Starting at $67.50
Category: Date-Friends
9. Toronto Tempo Games
Basketball fans have two chances to catch Toronto Tempo this week as they take on the Los Angeles Sparks and Phoenix Mercury in a pair of exciting WNBA matchups.
Where:
- Coca-Cola Coliseum (19 Nunavut Rd)
- Scotiabank Arena (40 Bay St)
When: June 25th and 27th, 2026
Price: Starting at $42
Category: Family-friendly
10. Impressionist Afternoon Tea at AGO
Celebrating the AGO’s Impressionist Revolution: Monet to Matisse exhibition, this elegant afternoon tea features art-inspired pastries, savoury bites, fresh scones, and tea alongside the beauty and romance of Impressionism.
Where: Art Gallery of Ontario (317 Dundas St W)
When: Begins June 26th, 2026
Price: $104.80
Category: Date-Friends
11. Party 4 Paws Pet Fair
Animal lovers can enjoy a weekend of pet-friendly fun at Party 4 Paws, featuring local vendors, rescue organizations, adoption opportunities, family activities, and plenty of furry friends at Trinity Bellwoods Park.
Where: Trinity Bellwoods Park, Dog Bowl (790 Queen St W)
When: June 27th - 28th, 2026 (12 pm)
Price: Free to attend
Category: Family-friendly
12. 100% Canadian Beef
Featuring comedians seen on CBC, Crave, Just For Laughs, and across social media, this all-Canadian stand-up showcase delivers a night of top-tier comedy ahead of Canada Day celebrations.
Where: Theatre '73 (110 Harbour St)
When: June 27th, 2026 (8 pm)
Price: $28.95
Category: Date-Friends
13. Pride Paint & Sip with Emmy Tran
Get creative while sipping a complimentary cocktail as you paint and personalize your own tote bag in a fun, guided workshop led by a local artist, with all materials included and proceeds supporting Rainbow Railroad.
Where: Crossbar, Eaton Centre (220 Yonge St, FA100)
When: June 24th, 2026 (6:30 pm - 8:30 pm)
Price: $40
Category: Date-Friends
14. Score Your New Scent with Azzaro
The Azzaro pop-up is wrapping up soon, giving fragrance lovers one last opportunity to discover new scents, enjoy exclusive offerings, and try their luck at winning prizes.
Where: Albert's Way, Level 2, Eaton Centre (220 Yonge St)
When: On until June 25th, 2026
Price: Free
Category: Pop-up
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