Toronto Festivals & Events for This Weekend (May 29 - May 31)

May 28, 2026 • Estimated Reading Time: 4 minutes

Toronto Festivals & Events for This Weekend (May 29 - May 31)

Friday 05/29

🎉 Entertainment
#23 Slow Burn Comedy @ Osprey Cafe
Bad Choices Comedy - Standup Comedy Show @ The Laugh House
Hutch's Storytime @ Burdock
Jesse Singh @ Backroom Comedy Club # One Night Only! @ Backroom Comedy Club
Laughs & Magic @ Second City Toronto
Learn & Play Vampire the Masquerade - A Premium RPG Experience @ Left Field Brewery Liberty Village
NOT ANOTHER COMEDY SHOW! Comedy. Conversation. Community. @ Catacombs Cabaret
Pro Stand-Up Comedy Show - May Edition @ Ollie Quinn
The Liberty Laughs Comedy Show - Friday May 29, 2026 @ Liberty Village Market and Cafe
the mini: a tiny comedy show, with headliner: Courtney Gilmour @ 1115 Queen St W, Toronto, ON M6J 1J1
Think Fast: Improv Lab for Builders. Founders, Investors & Leaders @ Toronto Tech Week
Top Gun: Maverick In Concert @ Meridian Hall
Toronto Spotlights @ Comedy Bar
Toronto Tech Week CloseOut Afterparty @ The Pearl Events Toronto

🎭 Art and Culture
Art in the Beach @ 140 Wineva Ave. in The Beach
Community Mixer and Design Hackathon @ Java House
First Spin: Pottery Wheel Intro @ Studio Ceramica
Glow-in-the-Dark Paint Night @ Artbox Studio Gallery
material disobedience @ The Lost & Found Project Space
May, We Speak: Slam Poetry Competition @ Eye Dot Studio
National Ballet of Canada: New Work by Jera Wolfe & Emma Bovary @ Four Seasons Centre
Urban Garden Day Retreat @ Be Still Yoga Garden

🎡 Family
12th Annual Toronto Newcomer Day @ Nathan Phillips Square

🐾 Pet
Pet Valu Walk For Dog Guides @ High Park

📅 Other Events
Camp Widow @ Delta Hotels Toronto Airport and Conference Centre
Camp Widow Toronto @ Delta Hotels Toronto Airport & Conference Centre
Re.Stance Collective @ Multiple Venues

Saturday 05/30

🍽️ Food and Drinks
Anga's Farm: Free Gardening Q&A with Garden Daddy @ Anga's Farm & Nursery (Free)
Plot to Plate-Heirloom Edition @ Pickering Museum Village
Spring in Thessaloniki with Andania Greek Goods @ The Depanneur

🎵 Music
2026 Honey Jam Live Auditions @ Live Nation Lounge
2026 Taking It Back Tour - The Guess Who @ Scotiabank Arena
A Taylor Swift VIDEO tribute night @ The Cat's Cradle (Free)
Audrey Hobert - The Staircase to Stardom Tour @ Massey Hall
AVANT MUTEK @ MOOI Space
Bruno Mars - The Romantic Tour 2026 @ Rogers Stadium At Downsview Airport
Capella Regalis concert: Sea Songs and Sacred Anthems @ Church of St. Martin-in-the-Fields
Future Resonance Festival: The Swara Sutras Ensemble in Concert @ St.George's Grange Park
House Music Legend Derrick Carter at Groovin' In The Park Launch Party @ Sound Machine
KLEZMER JAM & YIDDISH DANCE! @ TacoTaco (Kensington Market) - 319 Augusta Ave., Toronto
Martin Garrix - Garrix Show Experience Americas Tour 2026 @ RBC Amphitheatre
Music Toronto - COSE: Joanne Yesol Choi with Chris Au & Dior Quartet @ Aperture Room
Our Music Festival @ The Mod Club
Pastorale: music of peace and celebration @ Birchcliff Bluffs United Church
Q107 HIgh School Reunion Prom Edition featuring a live performance by NEON NOSTALGIC @ Phoenix Concert Theatre
Tangent - Classic Rock Hits Through the Decades at Smokeshow BBQ & Brew @ Smokeshow BBQ
VENUS FESTIVAL AND MORE NOISE PLEASE PRESENT DRONE DAY @ It's OK* Studios

🎉 Entertainment
Great North Beatbox Battle @ The Rec Room
Asian Comedy All-Stars @ Rivoli
Best Damn Stand-Up Comedy Show in Toronto @ Social Capital Theatre
Goat Yoga by Yoga Kawa Toronto @ 539 A Mt Pleasant Rd Toronto, M4S 2M5
Jokes to Stories @ Comedy Bar
Other People's Treasure BINGO @ The Rhino
Top Gun: Maverick In Concert @ Meridian Hall
Toronto Comedy All Stars @ Yuk Yuk's
Up in Jokes Toronto Comedy Show @ Toronto

🏒 Sports
Jam-walk, 5km Brunch & Walk @ Palais Royale
Tech Rally: Play & Connect @ Fairgrounds Public Racket Club - Leaside
Toronto Tempo vs. Seattle Storm @ Coca-Cola Coliseum
UCL Final Watch Party: PSG vs Arsenal @ Bloor Street (Free)

🎭 Art and Culture
Central Connection 33rd Annual Art Show @ Withrow Park Clubhouse
Clay Sculpting @ Artbox Studio Gallery
Creative Sprint / Design Hackathon @ Ace Hotel Toronto
History and Architecture of Queen Street East @ Toronto's First Post Office
Instagram Poetry Workshop @ Malvern Branch - Toronto Public Library
Lets make Polymer Clay Figurine! @ Belgian Moon at Stackt
Mahler's 'Resurrection' Symphony @ Chinese Cultural Centre of Greater Toronto
NBS Block Party 2026 @ Canada's National Ballet School (Free)
Next To Normal @ Native Earth's Aki Studio
Roncy REmarket @ Roncesvalles United Church (Free)
Sambizanga, 1972, Mayworks @ Alliance Francaise Toronto
Women & Flowers: Transplanted Exhibition @ Cedar Ridge Creative Centre

🎡 Family
Acton Childrens Business Fair @ Birchmount Community Centre
Junior Academy Fun Fest @ CBC Broadcast Centre - Atrium
Kids' Marketplace Toronto @ Beaches Recreation Centre
Toronto Tempo - Youth Jam @ Coca Cola Coliseum
We Walk UHNITED Presented by Rogers @ Toronto General Hospital (outdoor parking lot) 201 Elizabeth St.

🐾 Pet
Mrs. Meyer's Clean Day Pet Spa @ Rchive (Free)
PET NATION'S 1 YEAR ANNIVERSARY OPEN HOUSE @ PET NATION
Puppy Yoga by Yoga Kawa Markham English Bulldogs @ Sunrise Montessori Markham 180 Amber St, Markham, L3R 3J8

📅 Other Events
Delta Authors On Tour @ TMU - Ted Rogers School of Management
Giant Junction Jumble Sale @ Multiple Venues
How to Volunteer and Give Back to the Community @ Palmerston Library
Mardi Gras Party @ Fox & Fiddle Danforth, 535 Danforth Avenue

Sunday 05/31

🍽️ Food and Drinks
Gluten Free Garage @ Wychwood Barns
High Ambience Tea Social @ Avir
Plant-Based Moroccan Cooking by Salma Boudina @ The Depanneur

🎉 Entertainment
Great North Beatbox Battle @ The Rec Room
Board Game Night at Red Tape Brewery in East End Toronto @ Red Tape Brewery
Desi Comedy Show @ Comedy Bar
Lip Sync with Pride Performance @ Assembly Hall
Some Like It Hot @ Hot Docs Ted Rogers Cinema
Sunday SerVice @ Wiggle Room (Free)
The Great Whisky Heist: A Mystery Scavenger Hunt @ Distillery District
The Sunday Serve @ Well Played

🎭 Art and Culture
A Textured Art Workshop @ Artbox Studio Gallery
FASHION WEEK TORONTO - Siyawareva at One King West @ One King West Hotel & Residence
HER SPACE-Your ultimate girls day out @ OBJXS Studio
Hot Girl Portraits Pt.2 @ Loohoo, 1380 Queen St W, Toronto
In Full Bloom: Multisensory Relaxation Therapy Workshop @ Grateful Den
Kensington Market's Paint & Sip on the Patio @ KOS Restaurant Kensington
Regal Heights Flower Market and Recycling Event @ Santa Chiara Parkette
Rock & Roll Life Drawing @ El Mocambo

🎡 Family
2026 Toronto MS Walk @ The Village at Black Creek
Little Sprouts @ Pickering Museum Village (Free)
Toronto Moms and Pregnant Women Meetup & Mindfulness Walk @ Toronto Downtown
World Partnership Walk @ Downsview Park

🐾 Pet
BYOD Yoga @ Drake Underground
Puppy Yoga by Yoga Kawa Mississauga English Bulldogs @ We Before Me Studio (Back Entrance)
Shih Tzu Meetup @ TBA

📅 Other Events
Connect & Release: Blue Moon Circle @ Inner Arts Collective
National Ballet of Canada: New Work by Jera Wolfe & Emma Bovary @ Four Seasons Centre

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Zoe
Chief Fun Officer @ Toronto Events Weekly