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Toronto is packed with exciting events this weekend, from concerts and sports games to pop-ups, festivals, and family-friendly activities across the city. Here are the best things to do from May 23rd-24th, 2026.
Related Posts:
Best Things To Do in Toronto This May
Free Things To Do in Toronto This May
1. Bruno Mars - The Romantic Tour
Bruno Mars kicks off his five-show Toronto run this weekend with electrifying performances, chart-topping hits, and unforgettable live band energy.
Where: Rogers Stadium (105 Carl Hall Rd, North York)
When: May 23rd - 24th, 27th - 28th, and 30th, 2026
Price: Tickets vary
Category: Family-friendly
2. M&M’S Hero Studio Pop-Up
Fans can step into an immersive M&M’S x Marvel experience where they’ll take on superhero-inspired strength and reflex challenges, snap themed photos, and enjoy plenty of M&M’S treats throughout the experience.
Where: 938 Queen St W
When: May 21st - 23rd, 2026
Price: Reserve your time slot
Category: Family-friendly
3. Toronto Blue Jays vs. Pirates: Themed Games
The Toronto Blue Jays take on the Pittsburgh Pirates as fans can experience Cricket Day at the Park celebrations and Jr. Jays Sundays festivities..
Where: Rogers Centre (1 Blue Jays Way)
When: May 23rd - 24th, 2026
Price: Starting at $30
Category: Family-friendly
4. Annual Pillow Fight Toronto 2026
Toronto’s annual Big Pillow Fight returns for its fifth year, inviting hundreds of people to Berczy Park for a massive public pillow fight filled with playful chaos and laughter.
Where: Berczy Park (35 Wellington St E)
When: May 23rd, 2026 (1:30 pm - 2:30 pm)
Price: Free to participate
Category: Family-friendly
5. Khalid: It’s Always Summer Somewhere
Khalid is bringing his “It’s Always Summer Somewhere” Tour to Toronto for a night of feel-good hits, smooth vocals, and nonstop summer energy.
Where: RBC Amphitheatre (909 Lake Shore Blvd W)
When: May 24th, 2026 (7:30 pm)
Price: Starting at $106.95
Category: Date-Friends
6. Her Sports Fest
Her Sports Fest brings together Olympians, pro athletes, and sports leaders including 2x Olympian Anastasia Bucsis for hands-on sports experiences, athlete talks, and wellness activities.
Where: The Hangar (75 Carl Hall Rd, North York)
When: May 22nd - 24th, 2026
Price: General admission $20
Category: Date-Friends
7. Lion Dance Performances
Celebrate Asian Heritage Month at The Well with vibrant lion dance performances featuring energetic drumming and colourful costumes across the outdoor space.
Where: The Well (486 Front St W)
When: May 23rd, 2026 (11 am - 11:30 am)
Price: Free
Category: Family-friendly
8. Toronto Botanical Garden: Spring Plant Sale 2026
This annual plant sale features a huge selection of ethically sourced plants, flowers, herbs, shrubs, and gardening favourites alongside expert advice.
Where: TBG (777 Lawrence Ave E, North York)
When: May 22nd - 24th, 2026
Price: Members only preview Fri, free to public Sat-Sun
Category: Shopping
9. Toronto Tempo Asian Heritage Night
Toronto Tempo’s Asian Heritage Night celebrates the cultures, communities, and fans helping shape the game across the city.
Where: Coca-Cola Coliseum (19 Nunavut Rd)
When: May 23rd, 2026 (6 pm)
Price: Starting at $68.40
Category: Family-friendly
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