Toronto Festivals & Events for Next Week (May 18 - May 24)

May 16, 2026 โ€ข Estimated Reading Time: 6 minutes

Toronto Festivals & Events for Next Week (May 18 - May 24)

Monday 05/18

๐ŸŽ‰ Entertainment
A Group Therapy - Standup Comedy Show @ Chakhna
Ashbridges Bay Park Victoria Day Fireworks @ Ashbridges Bay Park
LIVE THRU THIS @ Comedy Bar

๐ŸŽญ Art and Culture
Freestyle Glow-in-the-Dark Painting: Self-Guided Experience @ Artbox Studio Gallery
Victoria Day Carillon Recital @ Soldiers' Tower, University of Toronto (Free)

๐Ÿพ Pet
Puppy Yoga at the Vineyard Non-Alcoholic Wine Tasting @ Vinemont Estate Outdoor 604 Fifth Rd E, Stoney Creek, L8J 3L4
Puppy Yoga by Yoga Kawa Toronto Goldendoodles @ 539 A Mt Pleasant Rd Toronto, M4S 2M5

Tuesday 05/19

๐ŸŽต Music
Ashnikko - Smoochies 2026 Tour @ History Toronto
Luminis Choir: Voices of Spring Light @ Richmond Hill Presbyterian Church
Shadow of Intent - Imperium Delirium Tour @ The Opera House
SING! The Toronto International Vocal Arts Festival @ Multiple Venues

๐ŸŽ‰ Entertainment
Community Trivia Night @ Dublin Calling
The Rookie Trivia @ Hemingway's
Watch Party Improv Show @ Comedy Bar

๐Ÿ’ Sports
Whine and Tone @ 1450 Clark Ave W

๐ŸŽญ Art and Culture
Among the Cattails: Embroidery Workshop @ Gladstone House
Art Battle Toronto @ Gloria in the Great Hall
Glow-in-the-Dark Paint Night @ Artbox Studio Gallery
Shab-e She'r Poetry Night CXXI @ Tranzac Club, 292 Brunswick Ave, Toronto, ON M5S 2M7
Tadrak's Tales @ Red Sandcastle Theatre
Toronto Island Photo Walk and Dusk Skyline Adventure @ Centre Island Toronto

๐Ÿ“… Other Events
Social Reading Night #9 @ Wildhearts Cafe

Wednesday 05/20

๐Ÿฝ๏ธ Food and Drinks
Flight of Honey - A Tasting Experience @ No Notes Cocktails, 3 Westmoreland Ave

๐ŸŽต Music
Ari Lennox - Vacancy Tour @ Massey Hall At Allied Music Centre
In Your Walls Live on Tour @ Horseshoe Tavern
SING! Toronto Vocal Arts Festival @ Multiple Venues
The Mid Century Modernes Headline Toronto Humane Society Fundraiser @ Dina's Tavern

๐ŸŽ‰ Entertainment
A Stand Up Comedy Marathon Show @ The Corner
BIG FACT HUNT TRIVIA @ Tallboys
FREE: Survivor 50 Finale Watch Party @ The Pilot (Free)
LOL@ Lola Bar in Kensington Market - FREE/PWYC! @ Lola Bar and Restaurant (Free)
Pub Trivia Hosted by Almost Jeopardy @ Hemingway's

๐ŸŽญ Art and Culture
bol, brown boy, bol @ Native Earth's Aki Studio
Live Fashion Illustration 101 @ Bata Shoe Museum
Marie Saint Pierre Pop Up @ Le Germain Toronto
WWYW - The Untold Collection @ The El Mocambo

๐Ÿพ Pet
National Rescue Dog Day event with adoptable dogs @ Billy Bishop Airport Atrium

Thursday 05/21

๐Ÿฝ๏ธ Food and Drinks
Amsterdam's 40th Anniversary Party @ The Pilot (Free)
Lord's Hot Sauce x Stack'd Deli Kitchen @ St. Lawrence Market
Martini Madness @ Ricarda's
North Indian Flatbreads by Ekta Maheshwari @ The Depanneur

๐ŸŽต Music
BLACKOUT:001 @ Rhythm Toronto
Good Kid - Can We Hang Out Tour @ The Danforth Music Hall
High School Crush @ The Painted Lady
Music TORONTO - Penderecki String Quartet @ Jane Mallett Theatre, St. Lawrence Centre for the Arts
Noon at Met : Melody Chan, piano @ Metropolitan United Church, 56 Queen Street East (Free)
Romantic classical guitar serenade @ The old Mill Toronto
Spotlight Sessions @ IDK Social Bar
The Elements @ The Baby G
THE SLING SISTERS LIVE AT THE LINSMORE: FIRST TORONTO SHOW! @ Linsmore Tavern

๐ŸŽ‰ Entertainment
Chicken @ Corleck
Designing the Movie: Big Night @ Revue Cinema
Explore NB Invites You 52 Feet Above the City on the Fundy Belle @ Front & Spadina
Learn & Play Werewolf: The Apocalypse - A Premium RPG Experience @ Left Field Brewery Liberty Village
Lucha Block Party @ 1605 Queen St W #2, Toronto, Parkdale Hall
Monthly Movie at Palmerston Library: Marmalade @ Palmerston Library (Free)
More than a Beach and The City Island Screening @ Hot Docs Theater, 506 Bloor St. W., Toronto, Ontario, Canada
Power-Pointless - A Management Consulting Themed Comedy Show! @ Tallboys

๐Ÿ’ Sports
RUGBY IN THE SQUARE @ Nathan Phillips Square

๐ŸŽญ Art and Culture
Asian Heritage Month Celebration @ Bathurst-Finch Hub
Beginner Crochet Workshop @ The Well
Clay Sculpting Class @ Artbox Studio Gallery
House of Anansi Poetry Bash @ Museum of Contemporary Art (Free)
Landlines, Mayworks @ TBA
The Defendants podcast launch party @ Center for Social Innovation (Free)
Vyshyvanka Walk: Heritage Under Fire @ Jane & Bloor

๐Ÿ“… Other Events
Business Excellence Awards 2026 @ Liberty Grand Entertainment Complex

Friday 05/22

๐Ÿฝ๏ธ Food and Drinks
Chocolate Tequila Launch Party @ Tulum (Free)
Discovering Wild Foods with Seth Goering @ The Depanneur

๐Ÿ’ Sports
Her Sports Fest @ The Hangar Sport and Events Centre in Downsview Park
MLB: Toronto Blue Jays vs. Pittsburgh Pirates @ Rogers Centre

๐ŸŽญ Art and Culture
Annual Gala For Brain Cancer Research @ Paramount Event Space
Blossom Sound Bath @ Breathe Yoga Studio
Glow-in-the-Dark Paint Pouring Workshop @ Artbox Studio Gallery
GUT PUNCH BOOK LAUNCH PARTY @ Super Wonder Gallery
Inside Out Film Festival @ TIFF Lightbox
Maker Night: Origami Society of Toronto @ Art Gallery of Ontario
Mark of a Woman @ Theatre Passe Muraille
Mozart's Don Giovanni @ The Redwood Theatre
Oil Painting Experience by Artbox @ Artbox Studio Gallery
RESET @ The Terminal Theatre
Sami McKay: This is what living feels like - Opening Reception @ Remote Gallery
Sugar Island, 2024, Mayworks @ First Unitarian Congregation of Toronto
The Designer Is Dead the Toronto Premiere by Archival Toronto @ The Royal
TYK Pan-Asian Theatre Festival @ Sweet Action Theatre
Vintage MRKT $5/lb event @ Vintage MRKT

Saturday 05/23

๐Ÿฝ๏ธ Food and Drinks
Coloured Pastas by Anthony Sestito @ The Depanneur
Indigenous Food Lab by Chef Taylor Parker @ The Depanneur

๐ŸŽต Music
ALL 90s - RENAISSANCE meets FLAVORS @ Revival
Auditions for children and youth 6-18 to sing with acclaimed Toronto Children's Chorus @ Calvin Presbyterian Church
Bruno Mars - The Romantic Tour 2026 @ Rogers Stadium At Downsview Airport
CJ JEFF [Greece] @ Wiggle Room
Cole Pulice, SpeariNg Karen Ng and Charles Spearin, Grace Scheele @ Collective Arts Brewing
Eileen McGann - Songs of Resistance and Resilience @ L'Arche Toronto
FYE Ultraclub Presents: Anderson .Paak as DJ Pee .Wee - The Concert Afterparty @ FYE Ultraclub
GETAWAY feat. Jason Palma & Iced Misto with Guest DJ Alister Johnson @ BSMT 254
MIYUKI OMURA [JPN] - HARD DANCE @ 333 Yonge St
Salsa Saturday w Yani Borrell, DJ Van Gogh & Dance @ Lula Lounge
SHIP WREK @ FUTURE @ Future Nightclub
Summer's Brother & Noise Hotel @ Dina's Tavern
VGC Presents: PULSE Album Release Concert & Dance Experience @ Vibe Manila

๐ŸŽ‰ Entertainment
A Stand Up Comedy Showcase @ The Corner
Annual Pillow Fight Toronto 2025 @ Berczy Park (Free)
Canadian National Air Guitar Championships @ Ground Control
Chris Tucker - The Legend Tour @ The Theatre at Great Canadian Casino Resort
Freshest in Toronto - A Standup Comedy Special Taping @ Small World Centre
Habibi and Friends Comedy Show @ Utopia Cafe
Horror-Rama presents TorontoSploitation @ 918 Bathurst Street
Laugh Now Cry Later: ICEMAN Edition @ Ace Of Spades
Toronto Mandem Comedy Jam @ Comedy Bar
Up in Jokes Toronto Comedy Show @ The Boardroom Comedy Club
WORK IT GIRL Summit: LIGHT UP! @ YWCA Toronto
Worlds Collide Comedy Show @ The John Candy Box Theatre

๐ŸŽญ Art and Culture
\Doors Open" Artisan Market @ Riverdale Hub" @ Riverdale Hub
A Textured Art Workshop @ Artbox Studio Gallery
Artist Meet Up & Social @ Remote Gallery
ASIAN HERITAGE MARKET @ THE WELL
Beginner Car Mechanics Workshop in North York @ Spaces United
Canvas & Bear Paint Pouring Workshop @ Artbox Studio Gallery
CHOCOLATE Painting Art Workshop: Open Studio @ QUEST XO
Cookstown Outddor Antique and Vintage Show @ The Steam Show Grounds, 4635 Victoria St W., Cookstown
Dance: series of paintings by Caroline Marshall @ Muse Gallery
Date Night Paint Night @ Artbox Studio Gallery
DesignTO Tours: Montague House @ Wychwood Park, Toronto
Doors Open 2026 @ 401 Richmond
Doors Open at the Aga Khan Museum @ Aga Khan Museum (Free)
DOORS OPEN TORONTO - Parkdale Arts and Cultural Centre @ The Parkdale Arts and Cultural Centre, 1313 Queen St. West
Doors Open Toronto 2026 hosted by Womens Art Association of Canada @ Women's Art Association of Canada
ENAGB Cultural Festival and Competition Powwow @ Woodbine Beach, Toronto (1695 Queen Street East)
Fathom @ Demo Room
Gallery Talk: Lisa Steele on Vera Frenkel @ Koffler
Glow-in-the-Dark Paint Night @ Artbox Studio Gallery
Ian Drummond Vintage Spring Studio Sale @ Ian Drummond Collection Inc.
Les voix du coeur presents RYTHMES EN FOLIE @ Jane Mallett Theatre, St. Lawrence Centre for the Arts
Macrame Wall Hanging Workshop @ The Wright Spot
Poetry Open Mic @ Buddies in Bad Times
Reimagining the Future of the Former Ontario Science Centre @ Metro Hall Rotunda (Free)
See Ya Spring Market @ Society Clubhouse, 67 College Street, Toronto, ON M6H 1A6 (Free)
Siksikakowan: The Blackfoot Man @ Hot Docs Ted Rogers Cinema
TBG Spring Plant Sale @ Toronto Botanical Garden
The Dior Quartet at Glad Day Lit @ Glad Day Lit
Toronto Dark Arts Market - Book-ish Market @ Ground Control
Youngplace Craft and Art Fair @ Youngplace

๐ŸŽก Family
Brain Power Midtown Campus Open House @ De La Salle College
Giant Junction Jumble Sale @ Multiple Venues
Green Day: Repair, Recycle, and Swap - at Swansea Town Hall @ Swansea Town Hall, 95 Lavinia Ave. (Free)
Kids & Family Glow Paint: Self-Guided @ Artbox Studio Gallery
Plant Fair 2026: Parkdale & Toronto Horticultural Society @ Roncesvalles United Church (Free)
Spring Bird Festival @ Colonel Samuel Smith Park (Free)
The Home Depot Canada's The Big Build @ Markham Fairgrounds (Free)
Three Sisters Mound Building & Planting Workshop @ The Common Table Farm

๐Ÿพ Pet
Puppy Yoga by Yoga Kawa Toronto English Bulldogs @ 539 A Mt Pleasant Rd Toronto, M4S 2M5

๐Ÿ“… Other Events
Discovery Brunch @ HomeCourt
HER CONSTRUCT Innovation Parlor Gala: Pillars of Progress @ CENTURA TILE SHOWROOM
TOM FORD Eyewear 2026 Spring Trunk Show @ Boardwalk Optical Boutique

Sunday 05/24

๐ŸŽ‰ Entertainment
BOTHERED IRL w/ Julie Kim @ Comedy Bar Danforth
Standup on Sunday @ Comedy Bar
Sunday SerViceThank Goodness It's Sunday :) @ Wiggle Room

๐ŸŽญ Art and Culture
Barns Eco Market - Doors Open 2026 @ Wychwood Barns
Connecting Militarization and the Climate @ Friends House
Magnolia IV: Fashion Gala @ Lula Lounge
May Flowers Market @ Remote Gallery
Spa Essentials Workshop @ Artbox Studio Gallery
TANGO x TANGO - May Tablao 2026 @ Rivoli
The Slow Sunday Club @ Plural Projects
The Thin Blue Line with Maxim Billig @ Hot Docs Ted Rogers Cinema
Year of Compassion Celebration @ Sankofa Square

๐ŸŽก Family
Mighty Mom Charity Stroller Walk @ Wilket Creek Park
Sashbear Walk for Mental Health @ Sir Casimir Gzowski Park
Storytelling with Music for Kids - English and Portuguese @ Underscore Projects

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Hope you enjoy your weekend โค๏ธ

Zoe
Chief Fun Officer @ Toronto Events Weekly