Toronto Festivals & Events for This Weekend (Sept 26 - Sept 28)

September 25, 2025 • Estimated Reading Time: 14 minutes

Toronto Festivals & Events for This Weekend (Sept 26 - Sept 28)

Hey Torontonians,

Last few days in September! Let’s make it memorable with the best events happening in Toronto this weekend!

Anyway, checkout what you can do this Friday (9/26) to Sunday (9/28) below! Hope you have a great weekend❣️ Missed out? Catch up with our previous newsletter here.

Friday 09/26

🎉 Entertainment
What The Festival @ Youngplace 180 Shaw Street
Antonio De Vitto@ Backroom Comedy Club - Limited Run @ Backroom Comedy Club
Banana Bar Crawl @ Multiple Venues
Board Game Night at Left Field Brewery in Liberty Village Toronto @ Left Field Brewery Liberty Village
Canada's Wonderland Halloween Haunt 2025 @ Canada's Wonderland
Gavin Matts - JUST FOR LAUGHS TORONTO @ The Randolph Theatre
Gay AF @ Just For Laughs Toronto @ Comedy Bar
GOOD FRIDAY TRIVIA NIGHT @ GRETA @ Greta Bar Toronto
Ian Fidance - JUST FOR LAUGHS TORONTO @ Comedy Bar East
Midtown Toronto Comedy Showcase - Free admission! @ Dopamine Lounge (Free)
Silent Dance Party in St. James ParkKick off your weekend with a dance party like no other! On Friday ,September 26th, 7-10pm, St. James Park transforms into an open-air dance floor where you control the music. Put on the provided wireless headphones (included with your ticket) and choose betwee...St James Park @ St James Park
The Bulwark Live @ The Royal Theatre
The Liberty Laughs Comedy Show - Friday September 26, 2025 @ Liberty Village Market & Cafe, Toronto

🏒 Sports
MLB: Toronto Blue Jays vs. Tampa Bay Rays @ Rogers Centre

🎭 Art and Culture
A Better Tomorrow @ Fox Theatre
A Fairytale for Joyce @ Art Gallery of Ontario
Glow-in-the-Dark Paint Night @ Artbox
Paint & Sip Workshop - Silk Scarf Painting Workshop @ Fresh Paint Studio Danforth East
Peace Ambassadors Awards Gala & Grand Ball @ Omni King Edward Hotel
Riverdale Art Show and Sale35th Anniversary with 22 talented artists all from the Toronto area @ St Barnabas Anglican Church
Sippin Socials Paint Night For Plexiglass PortraitsJoin us for an unforgettable evening at Sippin\u2019 Socials - Plexiglass Portraits with celebrated artist Tanzina Amin. This fun, relaxed paint night blends creativity, great conversation, and a perfectly paired drink. Beer is included in the price of admission!\nY...Neilson Park Creative Centre @ Neilson Park Creative Centre
Through the Lens of Ukrainian Belonging @ Shevchenko Museum, Toronto
Toronto: Canadian Modern & Beyond @ Multiple Venues, Toronto

🎡 Family
2025 Fall Home Show @ Enercare Centre, Exhibition Place
PA Day Family Movie - Butterfly Tale @ Palmerston Library
The Holistic Market Toronto @ Christie Pits Park

Saturday 09/27

🍽️ Food and Drinks
Fall Harvest Market 2025 @ HTO Park
GLB Oktoberfest @ Great Lakes Brewery
Oktoberfest @ JCS Banquet Hall
Oktoberfest at Rorschach @ Rorschach Brewing
Tunisian Tea Party by Fatima Khlifi @ The Depanneur

🎵 Music
1 special night with the Brothers of House groupSat Sep 27: Junior Lopez & Corrado Q | GMOney | 3ROC | SoulSista | Tomy Villacorta & Adriano Longi @ Wiggle Room
9th Annual KISS CF Goodbye Sept 27 2025 @ Opera House
80s/90s Video Dance Party w/ BOWIE Spotlight - PANIC - 2 Year Anniversary of Ground ControlLiving On Video + DJ Lazarus presents @ Ground Control
AIDONIA, MASICKA, MALIE DON LIVE in Concert @ Fort York
Charity Concert for Indigenous Affordable Housing @ Hugh's Room
Collide-o-Scope @ Tranzac Club
ENCHANTMENT-The Art Of Songwriting with Lily Frost @ Community Outwitch
Jazz and Love @ Super Wonder Gallery
Maruja at The Phoenix - Sept 27 @ Phoenix Concert Theatre
Motown Mania with Groove Marmalade @ Old Mill Toronto
Open Mic Canada Singing Competition @ Yorkgate Mall
Saturday Night Swing Dance with Ben Harvey Combo Plus a Beginner Swing Dance Lesson @ 496 Gladstone Ave
SOARING STRINGS/ Dvorak's Love Letter @ George Weston Recital Hall, Meridian Arts Centre
SuicideBoys - Grey Day Tour @ Budweiser Stage
The Rolling Stones Experience ft The Blushing Brides @ The Pilot
What is Divine? @ Heliconian Hall, 35 Hazelton Avenue, Toronto
Xenia Concerts and TO Live Present: Eliana Cuevas & Jeremy Ledbetter @ 5040 Yonge Street

🎉 Entertainment
What The Festival @ Youngplace 180 Shaw Street
13 RoomsA one-of-a-kind Halloween experience awaits you at 13 Rooms, where you walk through 13 different immersive experiences that may just have you running for your life. From live actors to cinematic effects, this Halloween exhibition is just what you need to see i @ Cloverdale Mall
A Better Tomorrow II @ Fox Theatre
A Sushi & Shawarma - Standup Comedy Show @ Free Times Cafe
All of Our Parents Are Immigrants: Comedy Show @ Sweet Action Theatre
Asian Comedy All-Stars with James Roque! @ Rivoli
DJ NV x The Lady Konswallow @ The Painted Lady (Free)
Euchre Night at Red Tape Brewery - New & Experienced Gameplay @ Red Tape Brewery
Mammoth Season! @ Wychwood Theatre
Nights of Lights @ CF Sherway Gardens
Pillow Fright! Presents: Paranormal Activity @ Hot Docs Cinema
The Toronto Halloween Show @ Queen Elizabeth Building, Exhibition Place
Water/Fall Festival @ Toronto waterfront

🎭 Art and Culture
Abscission @ Canadian Music Centre
Adult Crafternoon: Collage Art @ Lillian H. Smith Library
Akin Richmond-Bathurst Open Studio @ Akin Richmond Bathurst
Art Market and Fabric Sale @ Textile Museum of Canada (Free)
Ase Community Foundation 5th Anniversary Gala and Awards @ Delta Hotel Toronto, 75 Lower Simcoe St, Toronto, ON M5J 3A6
Canadian Opera Company Open House @ Four Seasons Centre for the Performing Arts (Free)
Copper Canopy @ Harbourfront Centre
Crochet Level One: Laces @ Bata Shoe Museum
Gatsby Redux @ 235 Queens Quay West
Holbein Acrylic Family Workshop @ ARTiculations Art Supply
North Toronto Group of Artists Fall Tour & Sale @ Multiple Venues (Free)
Paint & Sip - Paint Night - Colorful Pastel Beach Sunset Waves Acrylic Painting @ Fresh Paint Studio Danforth East
Pixels inPrint: A Lego Exhibition @ The inPrint Collective
Scented Candle Making Workshop @ Artbox Studio Gallery
The Word On The Street Toronto @ David Pecaut Square, 215 King St W, Toronto

🎡 Family
A Pumpkin Pillow Making Experience @ ARTBOX
Beginner Auto Maintenance Workshop @ Davenport Perth Neighbourhood & Community Health Centre
Harvest Festival 2025 @ Scadding Court Community Centre
How to Teach Your Kids About Money @ Palmerston Library
National Drive Electric Month - EV event @ Consumer for consumer event (Free)
Ontario Universities' Fair @ Metro Toronto Convention Centre
Study in UK's UK University Fair 2025 @ Hyatt Regency
TPOM Twice Loved Sale @ Dennis R. Timbrell Recreation Centre

🐾 Pet
Grand Opening - Tails Farewell Downtown Toronto @ Tails Farewell Downtown Toronto

📅 Other Events
The Big Magical Cult Show @ The Randolph Theatre
The Bulwark Live @ The Royal

Sunday 09/28

🍽️ Food and Drinks
COOKING CLASS: Full-Day Croissants & Viennoiserie Intensive by Leo Baduria @ The Depanneur
SOUPALICIOUS DUKE Heights 2025 @ Champagne Centre (Free)
Toronto Garlic Festival @ ON Spadina Road between Davenport Road and Dupont street, Toronto (Free)

🎵 Music
CONGRESO FLAMENCO - September Tablao 2025 @ Rivoli
Dark Angel @ The Phoenix Concert Theatre
Opera Revue at Granite Brewery @ Granite Brewery
Shawn Mendes - On The Road Again Tour @ Budweiser Stage
The Spirit of Patsy Cline @ The Pilot

🏒 Sports
MLB: Toronto Blue Jays vs. Tampa Bay Rays @ Rogers Centre

🎭 Art and Culture
Big Stories in Little India Community Event @ The Leslieville Farmers' Market (Free)
Fashion Brunch @ Avant Garde Gallery
Paint & Sip - Paint Night - Dynamic Northern Lights Acrylic Painting @ Fresh Paint Studio Danforth East
Poetry Workshop With Laboni Islam in High Park @ High Park Nature Centre
Queers Poets Clowns - Open Mic @ Tranzac Club
TCBS: Toronto Comic Book Show @ Montecassino Hotel and Event Centre
Textured Art Workshop by Artbox @ Artbox

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Hope you enjoy your weekend ❤️

Zoe
Chief Fun Officer @ Toronto Events Weekly