Toronto Festivals & Events for This Weekend (May 16 - May 18)

Toronto Festivals & Events for This Weekend (May 16 - May 18)

Hey Torontonians,

The long weekend is almost here, and it’s the perfect excuse to get outside. Whether you're planning a picnic in the park, a walk by the lake, or just soaking up some sun, we've rounded up a bunch of fun ways to enjoy the city. Scroll down to see what’s on!

Smarter Investing Starts with Smarter News

The Daily Upside helps 1M+ investors cut through the noise with expert insights. Get clear, concise, actually useful financial news. Smarter investing starts in your inbox—subscribe free.

Anyway, checkout what you can do this Friday (5/16) to Sunday (5/18) below! Hope you have a great weekend❣️ Missed out? Catch up with our previous newsletter here.

Friday 05/16

🍽️ Food and Drinks
Halal Bites Festival @ Nathan Phillips Square

🎉 Entertainment
All of Us Have Secrets: Comedy Show! @ Social Capital Theatre
Blood On the Clocktower at The Grand Order of Divine Sweets in West End TO @ The Grand Order of Divine Sweets, West End TO
Chaotic Good.MAY BANGERS! @ Comedy Bar
Funny AF Fridays - Standup Comedy Show @ The Real Jerk Legacy
GOOD FRIDAY TRIVIA NIGHT @ GRETA @ Greta Bar Toronto
Interactive! The Twilight Saga: Eclipse @ Fox Theatre
Marvel Studios' Infinity Saga Concert Experience @ Meridian Hall
Mid Life Mood Swings @ Second City
Not Safe For Work @ The Second City
Rebound @ East End United Basketball Court
Stackt Up Comedy Shows @ Stackt Market, Toronto
Toronto Air Guitar Championships 2025 @ Cameron House

🏒 Sports
MLB: Toronto Blue Jays vs. Detroit Tigers @ Rogers Centre

🎭 Art and Culture
A Starry Paint Night Workshop @ Artbox Studio Gallery
Acrylic Paint Afternoon @ Lillian H. Smith Library
After Dark Art Gallery & Drinks: An Augmented Reality Experience @ Super Awesome Gallery
Paint and Sip: Dreaming of Summer @ My Inner Child Paint Bar
Toronto Met Film Festival 2025 @ Toronto Metropolitan University

Saturday 05/17

🍽️ Food and Drinks
BACKYARD: Asian Night Market @ Stackt Market
Fresh Local Flavors: Spring Plant-Based Cooking Class @ Animal Liberation Kitchen
Party Favour Day @ Paradise Grapevine Winery
SUPPER CLUB: Modern Pakistani by Nausheen Rafiq @ Centre for Social Innovation Spadina

🏒 Sports
MLB: Toronto Blue Jays vs. Detroit Tigers @ Rogers Centre
Toronto Foosball Club Grand Opening @ Toronto Foosball Club (Free)

🎭 Art and Culture
Beyond The Line with Francisco-Fernando Granados & Vessna Perunovich @ Onsite Gallery, 199 Richmond Street West
Dusty & Friends Spring Market @ Decoy Bar
Sistas Calling Freedom Fashion Show @ Bluffer's Restaurant
Spotlight on imagineNATIVE: Boy @ Hot Docs Ted Rogers Cinema
Textured Art Workshop @ Artbox Studio Gallery
Versions of Self: A Fashion Identity Workshop @ The 519

🎡 Family
2025 SPRING LIVING MARKET @ 388 Carlaw Ave #207 (Free)
A Tribute to the Honey Bee @ BeeGrrl DuWest Hive
Astronomy in Action Planetarium Show @ Astronomy in Action Travelling Planetarium
Kawaii Loohoo & Friends Cute Underground Market @ Loohoo
MISSION STEM POSSIBLE @ 907 Alness Street, North York
Sew & Soar: Spring Birding & Crafting In High Park @ High Park Nature Centre
Small-Space Edible Gardening Workshop @ Anga's Farm & Nursery
Story of a Day - Sceal Lae @ Helen Gardiner Phelan Playhouse
WonderPhil the Magician @ 76 Wychwood Ave. Unit 176, Toronto, ON

Sunday 05/18

🍽️ Food and Drinks
COOKING CLASS: Syrian Brunch by Rahaf Alakabani @ Centre for Social Innovation Spadina
Press Coffee Workshop! Brew Like a Barista at Home [Hybrid] @ Multiple Venues
Small-Space Edible Gardening Workshop @ Anga's Farm

🎉 Entertainment
Caribbean Board Games and Brunch @ Ralph Thornton Community Centre
HER ROYAL HILARITY: LONG WEEKEND COMEDY SHOW @ Wenona Lodge
Miss Congeniality - 25th Anniversary @ Hot Docs Ted Rogers Cinema
pswrd comedy @ Hotel Victoria
Sunday SerVice with MANDIZ, Manzone and Strong @ Wiggle Room

🏒 Sports
MLB: Toronto Blue Jays vs. Detroit Tigers @ Rogers Centre

🎭 Art and Culture
Golden Age: Guys and Dolls @ Fox Theatre
Terracotta Pot Painting Workshop @ Artbox Studio Gallery

Thank you to our community for your support—it makes creating this newsletter a joy! If you enjoy our content, consider fuelling our efforts with Timmy’s Ice Caps in the below link 🧊☕️ -

Buy Me A Coffee

We welcome your suggestions and feedback—just hit “reply” to connect with us (We read every email and look forward to hearing from you). Thanks for being awesome! 🌟

And click here if you prefer to receive this newsletter via SMS or enjoy an ad-free experience!

Hope you enjoy your weekend ❤️

Zoe
Chief Fun Officer @ Toronto Events Weekly