Toronto Festivals & Events for This Weekend (Oct 23 - Oct 25)

Toronto Festivals & Events for This Weekend (Oct 23 - Oct 25)

Friday 10/23

🎵 Music
Secret Path 10th Anniversary Concert @ The Concert Hall
Quintino @ Future Nightclub
Josh Cohen's We Are Home: An Intimate Jazz Fusion Album Release @ Annette Studios
Earlybirds Club @ Adelaide Hall
Butcher's Porter House - celebrating the music of Cole Porter @ Old Mill Toronto
Bandura on Bloor - Georgiy Matviyiv & Ron Demeda @ SVI Theatre
RISE featuring ALL Women DJS @ Wiggle Room

🍽️ Food and Drinks
Gala of Cocktails @ Waterworks Food Hall Toronto
Global Chef Series: An Evening with Andre "Matsumoto" Saburo @ Joni Restaurant, Park Hyatt Toronto
Discovering Belgian Beers with Joke Van Loon @ The Depanneur

🎉 Entertainment
Who's Land Is It Anyways? @ Comedy Bar
Strange Journey: The Story of Rocky Horror @ Hot Docs Ted Rogers Cinema
Pre-Halloween Party Toronto 2026 King West Club Crawl @ Isabelle's
NOT ANOTHER COMEDY SHOW! @ Catacombs Cabaret
Nightmare on Danforth! @ Comedy Bar Danforth
Laugh Dammit! @ Comedy Bar
Jonathan Van Ness Hot & Healed @ The Elgin Theatre
ICONIC: The Big Fun Party @ Daniels Spectrum
Hullabaloo Comedy @ Helen + Hildegard
Cafe Comedy @ Osprey Cafe
Black Zombie @ Hot Docs Ted Rogers Cinema
Black Sheep Comedy @ Rorschach Brewing Co. Featuring LEONARD CHAN @ Rorschach Brewing
A Stand Up Comedy Showcase @ The Corner
Red Flags & Laughs - Standup Comedy Show @ Chakhna
#29 Slow Burn Comedy @ Osprey Cafe

🏒 Sports
Toronto Ski and Snowboard Show 2026 @ Better Living Centre, Exhibition Place
Toronto Argonauts Loonie Dog Night @ BMO Field
Fall Leisure Skate 2026 @ Coca-Cola Coliseum, 19 Nunavut Rd (Free)

🎭 Art and Culture
Video Game Arts Appreciation Night @ Art Gallery of Ontario
TORONTO COIN EXPO - Canada's Coin Show & Auction @ Toronto Reference Library
Art on A Tuesday @ Half Note 416
Naturally Mindful 6-Week Course: Introduction to Mindfulness Meditation in Nature @ Kortright Centre for Conservation
Heritage at Risk - A Massey College Dialogue @ Massey College
Collage Night @ Coffee & All That Jazz
Pumpkin Pillow Workshop @ ARTBOX
Pumpkin Pillow Making @ Artbox Studio Gallery

🎡 Family
Legacy Jam @ 918 Bathurst
Family Freestyle Glow Painting @ Artbox Studio Gallery

📅 Other Events
S. Bear Bergman Tells Stories @ Glad Day Lit
Canadian College of Naturopathic Medicine - Open House! @ Canadian College of Naturopathic Medicine - Toronto Campus

Saturday 10/24

🍽️ Food and Drinks
Mochi, Daifuku & Japanese Tea by Kumi @ The Depanneur
Kedai Indonesia - Indonesian Food Bazaar @ Consulate General of The Republic of Indonesia in Toronto
Dare to Dream at Fidelity's ETF Pop-up Event @ Centre for Social Innovation (The Spadina Lounge)
A Comedy Cantina - Tacos & Standup Comedy @ Acapulco Mexican Restaurant

🎵 Music
Toronto Children's Chorus: Call of the Night @ Metropolitan United Church
The Big Queer Music Jam: Sign Up and Rock Out! @ Tranzac Club
SOUL A GO-GO @ TBA
Ori Dagan \Live in the Market" Album Release Concert" @ Heliconian Club
Music Trivia! Name That Tune - 2nd night @ Hemingway's
Mixed Frequencies @ Ace Hotel Toronto
MEZCLAO: Salsa and Movement Exploration @ Dovercourt House
Kirtan: Music & Mantras at Alternity @ Alternity
Ian Blurton's Future Now Imperial Filth album release @ St. Anne's Parish Hall
Give It To Me OldSchool @ Wiggle Room
Gaijin Smash, Fake Friends, Harmony On Mars @ Trinity Common
From Dusk to Dawn @ Grace Church on-the-Hill
DUTTY feat...STARTING FROM SCRATCH & CHOPPA CHOP @ BSMT 254
Contra Dance with David Smukler and Kaw Creek - Mask Optional @ St. Barnabas on The Danforth Church Hall
A NIGHT OF R & B WITH THE TOKYO GIANTS AT THE DUKE LIVE @ The Duke Live

🎉 Entertainment
Video Game Live Expo - VGLX @ The International Centre, Hall 4
The 5 O'Clock Laughing Stock - Early Evening Comedy in Toronto @ Comedy Bar West
Pre-Halloween Party Toronto 2026 King West Club Crawl Sat, Oct 24 @ Isabelle's (Free)
Pre-Halloween Bar Crawl Toronto 2026 Queen West Bars Sat, Oct 24 @ Petty Cash (Free)
Pairadox Live Autumn Soiree @ Laughing Vikings Comedy Alley
Kyla Cobbler Gone Rogue @ Elgin Theatre
Karaoke Night @ Cassette @ Cassette
Goat Yoga in Toronto @ 539 A Mt Pleasant Rd
Ghosts of the Canadian National Exhibition Haunted Walking Tour @ Canadian National Exhibition (Free)
Bodacious Curves Halloween Party @ Fox and Fiddle 535 Danforth Ave
Board Game Lunch at CHEFS HALL in Downtown Toronto @ Chef's Hall
A Stand Up Comedy Showcase @ The Corner
A NIGHT WITH DEBRA DIGIOVANNI @ The Theatre Centre

🏒 Sports
Zombie Wrestling @ Superkick'd Studios
Clinch and Conquer 2 @ East End United Church
Bicycle Fall Blowout Sale 2026 @ Queen Elizabeth Building - Exhibition Place

🎭 Art and Culture
Good Mourning Festival @ Evergreen Brick Works
TD Diwali Activation @ TD Queen and Bay
TalkDeath's Cemetery Scavenger Hunt at Park Lawn Cemetery @ Park Lawn Cemetery
Taking Care of Maman/Prendre Soin de Mom Public Performance at Crossroads Theatre @ Crossroads Theatre (Free)
Patterns That Aren't: Large Scale Papercut Works by David Currie @ Cedar Ridge Creative Centre
Paint Night - Autumn Harvest Moon Acrylic Painting Workshop in Toronto @ Fresh Paint Studio + Cafe
Memory x Resonance - A Cultural Journey from Hong Kong to Canada @ Sandra Faire and Ivan Fecan Theatre, York University, Toronto (TTC Line 1 – York University Station)
Loohoo Cute N Creepy Market @ Loohoo
Illustrated Recipes @ Hot Pizza Studio
Full Moon in Taurus Hammock Sound Bath @ Jungle Flower Wellness
FREE MEDITATION CLASS @ Toronto Public Library Meeting Room B (Free)
forgive me father for I have yearned @ 401 Richmond St. W inside @recess
Exhibition \The Moore Sisters: DEEP ROOTS" by Nancy L. Moore & Janet Moore" @ Riverdale Hub
DesignTO Tours: Jones Commons @ Jones Commons
Book Lovers Speed Friending @ Parliament Street Library
A Spa Essentials Workshop @ Artbox Studio Gallery
Arts and Wellness Talks: Night of Ideas Panel with Cynthia Fleury @ Art Gallery of Ontario
Anga's Farm: A Hands-On Bonsai Workshop for Beginners @ Anga's Farm & Nursery
Glow-in-the-Dark Paint Pouring on Bears & Canvas @ Artbox Studio Gallery
A Blanket Making Experience @ Artbox Studio Gallery
4-Week Pottery Wheel Foundations @ STUDIO CERAMICA

🎡 Family
Yoto Playdate @ Art Gallery of Ontario
The Great Kids Stuff Sale @ Eglinton St George’s United Church
St. Bonaventure's Parish Annual Flea Market @ The Franciscan Church of St. Bonaventure
OUR KIDS Private School Expo 2026 - Toronto @ Roy Thomson Hall
Halloween Pumpkin Hunt at Fort York @ Fort York National Historic Site
Explore Biidaasige Park in the Dark @ Waterfront Neighbourhood Space
Bloor St Candy Crawl @ Bloor St W between Christie Pits to St Helen's Ave
5th Annual Grand Haunt - Toronto @ The Grand Order of Divine Sweets

🐾 Pet
Bunny Yoga in Toronto @ Yoga Kawa Leaside

📅 Other Events
Franchise Canada Show - Fall 2026 @ Toronto Congress Centre – Hall F (Free)
Rise at The Ritz with Hina Khan @ The Ritz-Carlton
Learn & Play Call of Cthulhu - A Premium Roleplaying Game One-Shot Experience @ Twilight Cafe - North York
Intro to D&D for Adults @ S. Walter Stewart Library, Toronto Public Library
CHOCOLATE Kintsugi: Paint, Break & Repair Meetup @ QUEST XO

Sunday 10/25

🍽️ Food and Drinks
Sip and Supper at Contrada with Chef Maddy Goldberg & Sommelier Sarah Mifsud @ Contrada

🎵 Music
Opera Revue at Granite Brewery: The Spooky Edition @ Granite Brewery
Nicholas Higgs Crossover Concert @ Metropolitan United Church
New Bad Ideas Live: an Evening of New Ideas, New Music, and New Stories @ The Great Hall, 1087 Queen St W, Toronto
MAGGIE'S WAKE @ Hugh's Room Live, Green Sanderson Hall, 296 Broadview Ave, Toronto
Kalanivesh: a baithak series of live music and dance @ Collective Space

🎉 Entertainment
Standup on Sunday @ Comedy Bar
PHANTOM: LIVE @ The Eglinton Grand
Mahjong - Learn & Play at Left Field Brewery in Leslieville Toronto @ Left Field Brewery
Magic Carpet Tales @ Tapestry
Jewish Comedy Festival Presents: Jewish Schmucks @ The Boardroom Comedy Club
Frankenstein @ Hot Docs Ted Rogers Cinema
Blood on the Clocktower - Intermediate - at Board Games Arboretum in West End Toronto @ Board Games Arboretum
A Stand Up Comedy Showcase @ The Corner
All Good Comedy - Live Stand-Up at Comedy Bar West @ Comedy Bar West
After Dark @ The Moonlight Lounge
Sunday SerVice @ Wiggle Room (Free)

🏒 Sports
2026 Canadian Women's Squash Open @ Brookfield Place

🎭 Art and Culture
Watercolour - Paint Night - Abstract Geode Painting Workshop in Toronto @ Fresh Paint Studio + Cafe
R&B Yoga: Frequency & Flow @ Club Enhergy
Pumpkins, Potions & Tarot @ Teddy Beer
Photo 101 Course: Core Photography - 4 sessions - 2.5 hours each @ Henry's Camera
PAINT-A-CAKE CLASS @ Cakestar
DOUBLE LIFE BOOKFAIR @ Standard time (Free)
Resin Jewellery Making Experience @ Artbox Studio Gallery
A Clay Sculpting Session @ ARTBOX

🎡 Family
Riverside Halloween Fest @ Joel Weeks Park (Free)
Haul-O-Ween Market @ The Parkdale Hall
Halloween Chocolate Workshop @ Canoe Landing Community Recreation Centre
Disco Descendants Halloween Family Rave @ The Piston

🐾 Pet
Howl-O-Ween Unleashed 2026 @ Downsview Park
Bengal Kitten Yoga in Hamilton/Grimsby @ Activate Dance & Circus School

📅 Other Events
The Magic of Truffles with Hajira Ahmad @ The Depanneur
Question Everything Trivia @ Insomnia @ Insomnia

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Hope you enjoy your weekend ❤️

Zoe
Chief Fun Officer @ Toronto Events Weekly