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It's the first weekend of May in Toronto and there are so many fun things to do! From marathons to matcha, you'll definitely want to clear your calendar and add all of these events.
Related Posts:
The Best Things to Do This May in Toronto
The Best Free Things to Do This May in Toronto
1. Innisfree Matcha Mart
Celebrate National Matcha Day in style at Innisfree Canada’s Matcha Mart! This fun-filled, free pop-up blends skincare, matcha, and good vibes for the ultimate weekend experience. Enjoy free matcha lattes, a photobooth, live DJ, giveaways, and more.
Where: The Well (486 Front Street West Toronto, ON M5V 0V2)
When: May 2nd to 4th, 2025
Price: Free
Category: Friends
2. Toronto Marathon
One of the city's biggest running events is back! If you’re not signed up to run the race, cheer everyone on from the sidelines.
Where: Starts at Yonge and Sheppard, Ends at Queen Elizabeth Building
When: May 4th, 2025
Price: Free to watch
Category: Friends
3. Lisa’s Cosmetics
Check out this in-person warehouse sale for up to 80% off on huge collections of cosmetics and fragrances from brand names. This is the perfect place to get some shopping done without spending your whole paycheck!
Where: 135 Commerce Valley Drive East, Markham, ON L3T 7T4
When: May 2nd to 5th, 2025
Price: Free entry
Category: Friends
4. Triangle d'Or Cabaret
Triangle d’Or Cabaret is Canada's only Parisian-style cabaret, offering a glamorous and immersive live experience with a modern twist. This weekend, they will celebrate their 1st anniversary with the final performance of their popular show Déjà Vu, Revue: Back in Time. Each act showcases a different Parisian neighbourhood, featuring a diverse cast that reflects today’s creative scene.
Where: The Redwood Theatre (1300 Gerrard Street East, M4L 1Y7)
When: May 3rd, 2025 (Show starts at 8:30 pm)
Price: Prices start from $90
Category: Date/Friends
4. Cirque du Soleil OVO
Prepare to be dazzled by Cirque du Soleil's new show! In OVO, an awkward, quirky insect discovers a magnificent ladybug in a bustling neighborhood, and they instantly fall in love.
Where: 2150 Lake Shore Blvd West, Toronto, ON M8V 1A3
When: Starting May 1st, 2025
Price: Starting at $73/ticket
Category: Family-friendly
5. 32nd Annual Hot Docs Festival
North America’s largest documentary festival returns this spring! Catch powerful and thought-provoking films from around the world, with screenings, panels, and Q&As with filmmakers.
Where: Multiple locations
When: April 24th to May 4th, 2025
Price: $20/ticket
Category: Date/friends
6. Group Scream
Have you ever just felt the need to scream? If yes, then check out this unique event happening at Trinity Bellwoods this weekend. Hosted by musician Grace Turner, this event is also leading up to the release of her debut single, “Learning to Miss You”, which drops on May 6th.
Where: Trinity Bellwoods Park (790 Queen St W, Toronto, ON M6J 1G3)
When: May 3rd, 2025 (6:30pm)
Price: Free
Category: Friends
7. ReMode: Circular Fashion Festival
Whether you’re in the midst of a Spring closet audit and clearing out pieces that no longer serve you, this swap is your chance to give clothes a second life and replace them with some new-to-you gems in return.
Where: Arcadia Earth Toronto (486 Front Street West, Toronto, ON M5V 0V2)
When: May 3rd, 2025
Price: $10
Category: Friends
8. Cherry Blossoms
Toronto's cherry blossom expert is predicting that the first blossoms could open as early as April 28th. This means that a full bloom would start this week and continue until around May 9th, 2025.
Where: Multiple locations
Price: Free
Category: Family-friendly
9. Kensington Flea
Don’t miss the first Kensington Flea Market of the 2025 season! Their vendors offer original, local, and artisanal handmade goods.
Where: 216 Augusta Ave, Toronto, ON M5T 2L8
When: May 3rd and 4th, 2025 (11 am - 7 pm)
Price: Free entry
Category: Family-friendly
10. Kimpton Saint George Spring Market
Celebrate spring in style with their annual Spring Market Sip ‘n’ Shop. Enjoy an afternoon of sipping, shopping, and fresh finds! This event will also be pet-friendly so make sure to bring your dogs along too.
Where: 280 Bloor St W, Toronto, ON M5S 1V8
When: May 3rd, 2025 (11 am - 4 pm)
Price: Free with RSVP
Category: Friends
11. City Pop Night
Get ready to immerse yourself in the vibrant sounds of Japanese and Korean pop music from the 1980s. Classic Anime and Studio Ghibli tunes will also make an appearance so get ready to dance in those nostalgic feels!
Where: Stackt Market (28 Bathurst St, Toronto, ON M5V 0C6
When: May 3rd, 2025
Price: Starting at $26
Category: Date/Friends
Community Events
1. All You Can Eat BRUNCH
King Rustic Kitchen & Bar is serving up their Weekend All-You-Can-Eat Brunch, where indulgence meets flavor! Bring the family—kids 3 and under eat free. This is the perfect way to fuel your weekend in style. Don’t miss it!
Where: King Rustic (905 King Street West)
When: May 3rd, 2025 (11:00 AM – 3:00 PM)
Click here for more information.
2. SIZZLING SATURDAYS at Yuk Yuk's Toronto
Get ready for a night of live comedy, delicious food, and endless laughs at Yuk Yuk's Toronto. The perfect way to spice up your Saturday night—don’t miss out!
Where: Yuk Yuk's (224 Richmond St W)
When: May 3rd, 2025 (8:00 PM – 9:30 PM)
Click here for more information.
3. Music & Truffles KIDS host Stephane Tetreault, cello & Olivier Hebert-Bouchard, piano
Introduce your children to the magic of classical music with Music & Truffles KIDS! These one-hour concerts, designed for ages 6 to 11, offer a relaxed and fun atmosphere for young audiences, parents, grandparents, and friends. Enjoy live performances by professional musicians and cap it off with a Lindt chocolate truffle for everyone. A sweet experience you won’t forget!
Where: Walter Hall, UofT (80 Queens Park, M5S 2C5)
When: May 4th, 2025 (1:15 PM – 2:15 PM)
Click here for more information.
4. Stephane Tetreault, cello & Olivier Hebert-Bouchard, piano
Experience the magic of Claude Debussy’s lesser-known works, paired with Suite bergamasque, performed by renowned cellist Stéphane Tétreault and pianist Olivier Hébert-Bouchard. A must-see musical journey!
Where: Walter Hall, UofT (80 Queens Park, M5S 2C5)
When: May 4th, 2025
Click here for more information.
5. Welcome to the "I Choose You" Workshop ft. Pokemon 151 Set!
Join DKAI Customs & Ovyan Designs on May 3rd, 2025, for a Pokémon art workshop! Customize a card, test your trivia skills, and win prizes. Includes a FREE Pokémon 151 Booster Pack! Limited spots—book now!
Where: 1 Yonge Street, Toronto, ON
When: May 3rd, 2025
Click here for more information.
6. Moss Factory at the Reptile Expo Mississauga
Moss Factory will be at the Reptile Expo Mississauga May 4, 2025 10am-4pm with live moss, handmade natural bark, cork, and moss earrings.
Where: The International Centre, Entrance 1 (6900 Airport Rd, Mississauga, ON)
When: May 4th, 2025
Click here for more information.
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