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Here is our round-up for things to do in the Toronto Area this weekend
Table of Contents
September 18th to 27th – Just For Laughs Toronto
Just For Laughs Toronto brings 10 days of nonstop comedy featuring some of the best comedians all around the world. From comedy legends to viral sensations, local favourites to international stars, September’s shaping up to be the best month of the year.
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Where: Various Locations in Toronto
When: September 18th to 27th
Admission: Priced. Grab your tickets here
September 19th – Gabriel Iglesias: The 1976 Tour
Comedian Gabriel Iglesias brings the laughs to Scotiabank Arena this month
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Where: Scotiabank Arena, Toronto
When: September 19th, 8:00 pm
Admission: Priced. Tickets start at $83. Grab your tickets here
September 19th – Sicily in September
Hosted at the NODO Liberty, Join the Villa Charities Next Gen Leaders Committee for their inaugural launch event, ‘Sicily in September,’ an unforgettable evening that brings together young Italian Canadians and community supporters to connect, socialize and network in a lively and engaging atmosphere inspired by the warmth and charm of Sicily. Savour gourmet appetizers, sip refreshing drinks, and indulge in decadent desserts—all while celebrating culture and connection.
Each ticket includes light refreshments and 2 drink tickets.
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Where: NODO Liberty, 120 Lynn Williams Street, Toronto
When: September 20th, 7:00 am – 11:00 pm
Admission: Priced. Tickets start at $54. Grab your tickets here
September 19th – AfroCan – Roots & Rhythms Fest 2025
Experience a world of vibrant energy and rich heritage at the inaugural AfroCan – Roots & Rhythms Fest! Guests will have the opportunity to indulge their senses with a diverse array of culinary delights from over 30 food vendors and discover unique crafts and goods from 25 non-food artisans representing the Caribbean and Africa.
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Where: Celebration Square, Mississauga
When: September 19th and 20th
- September 19th, 1:00 pm – 11:00 pm
- September 20th, 12:00 pm – 11:00 pm
Admission: Free
September 19th to October 12th – Ontario Culture Days
Ontario Culture Days is a yearly celebration of arts and culture that takes place from September 19th to October 12th, 2025.
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Where: Various Locations in Ontario. View event schedule here
When: September 19th to October 12th
Admission: Free
September 19th and 20th –Water Lantern Festival
Water Lantern Festival is a community event that encourages people of all ages and backgrounds to come together for a night of light, love, and laughter.
As the sun sets, release your personalized lantern onto the water and watch it illuminate the night. Enjoy food trucks, live music, vendors, a scavenger hunt, and the lantern launch.
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Where: Downsview Park, 70 Canuck Ave, North York
When: September 19th and 20th, 4:30 pm – 8:30 pm
Admission: Priced. Tickets start at $48. Grab your tickets here
September 19th to 21st – Etobicoke (Lakeshore) Ribfest 2025
Etobicoke (Lakeshore) Ribfest returns for its 4th edition at Colonel Samuel’s, featuring 5 of North America’s Best Rib Teams ready to serve you, your friends, and family. Award-Winning Mouthwatering BBQ Smoked Ribs, Tender Pulled Pork, Juicy Smoked Brisket, BBQ Chicken, Smoked Sausage, and those huge Beef “Dino” Ribs.
Where: Colonel Samuel Smith Park, Toronto
When: September 19th to 21st
- September 19th, 12:00 pm – 10:00 pm
- September 20th, 12:00 pm – 10:00 pm
- September 21st, 12:00 pm – 7:00 pm
Admission: Free
September 19th to 21st – Kensington Market Jazz Festival
Kensington Market Jazz provides 3 day of Jazz from the best Jazz artists in the Toronto Area
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Where: Kensington Market
When: September 19th to 21st
Admission: Free
September 19th to 21st – RELISH The Foodie Event 2025
For the first time, the RELISH The Foodie Event will take place over 3 days with more flavour, fun, and local flair than ever before. Guests should expect five food tents, 16 gourmet food trucks, 30+ local vendors in the Taste & Makers’ Marketplace, engaging workshops, live entertainment, and a whole weekend of family-friendly experiences, along with the debut of a spirited new addition: Sip & Relish.
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Where: Cloverdale Mall, 250 The East Mall, Toronto
When: September 19th to 21st
- September 19th, 5:00 pm -9:00 pm
- September 20th, 11:00 am – 9:00 pm
- September 21st, 11:00 am – 7:00 pm
Admission: Free
September 19th to 22nd – Paranormal Cirque
Paranormal Clique brings a new show with breathtaking implications always poised between fun and the most uninhibited fear that will transport you to a dark world inhabited by creatures with incredible circus art abilities.
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Under this Clown Castle, the black and red big top tent, Acrobats of the Air, Illusionists, freaks, mysterious creatures and all the elements that make one think of a “normal” Circus but that of normal has very little!
Where: Dixie Outlet Mall, 1250 S Service Rd, Mississauga
When: September 19th to 22nd
Admission: Priced. Tickets start at $35. Grab your tickets here
September 20th – Doors Open Markham 2025
With Doors Open, people can explore a variety of buildings across the city as they open their doors to the public – for one day only! Doors Open Markham offers a rare behind-the-scenes look at select sites throughout Markham, including free access to buildings that typically charge admission. From cultural and heritage landmarks to innovative spaces, this is a unique opportunity to discover the stories and inspirations that have shaped our city.
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Where: Various Locations in Markham. View the list of sites here
When: September 20th, 10:00 am – 5:00 pm
Admission: Free
September 20th – Honey Harvest Festival (Kortright Centre For Conservation)
Celebrate the sweet return of this much-anticipated annual tradition with a day packed full of fun and discovery for all ages. Explore the world of bees in the interactive Bee Space, meet a beekeeper to learn about the fascinating art of honey production, and enjoy a taste of the freshest local honey. Take a scenic ride on a tractor-drawn wagon and soak in the vibrant fall colors!
Where: Kortright Centre for Conservation, 9550 Pine Valley Drive, Vaughan
When: September 20th, 10:00 am – 3:00 pm
Admission: Free
September 20th – TSO Open House and Free Concert
Join the Toronto Symphony Orchestra for a fun-filled day of music activities and performances—free and open to all ages. Perfect for families, newcomers, and devoted fans alike!
Try out instruments of the orchestra, compose a short piece and hear it performed on the spot, enjoy face painting and colouring stations, take a self-guided tour of the hall, hear live music from TSO musicians and special guests, and more. Activities range from high-energy to calm and creative—explore at your own pace.
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Where: Roy Thomson Hall, Toronto
When: September 20th,
- September 10:00 am – 1:30 pm (Lobby Performances & Activities)
- September 20th, 2:00 pm (Free Concert)
Admission: Free. Register here
September 20th – Dreamscapes by Endy Petit
This weekend, Endy hosts an immersive, family-friendly pop-up at Wychwood Barns, celebrating Endy’s new kids’ collection.
Dreamscapes by Endy Petit will transform Wychwood Barns into a whimsical playground of imagination. This immersive pop-up celebrates the launch of Endy Petit, their new kids’ collection of mattresses, bedding, and playful furniture.
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Where: Wychwood Barns, 601 Christie St, Toronto
When: September 20th, 9:00 am – 4:00 pm
Admission: Free.
September 20th – 13th Annual RBC Race For The Kids
This weekend, join the RBC Team and their supporters for their 13th Annual RBC Race For The Kids in support of youth mental health. Proceeds from the race will benefit Sunnybrook Health Sciences Centre Family Navigation Project (FNP), a non-profit program assisting youth, aged 13-26, and their families who are facing mental health and/or addiction issues.
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Where: Mel Lastman Square, 5100 Yonge St, North York
When: September 20th, 8:00 am – 12:00 pm
Admission: Free.
September 20th – SPIRIT BOX: The Psychic Experience
Clairvoyant Angel Morgan uses paranormal equipment to bring through messages for loved ones and the audience. Step into the unknown with Angel Morgan’s new show: “Spirit Box: The Psychic Experience.” Will you cross over?
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Where: Factory Theatre, 125 Bathurst Street, Toronto
When: September 20th, 6:00 pm
Admission: Priced. Tickets start at $40. Grab your tickets here
September 20th – AEW: All Out PPV
TORONTO! For the first time ever, All Elite Wrestling brings to you one of the biggest PPV events of the year as AEW All Out invades the Scotiabank Arena, September 20th!
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Where: Scotiabank Arena, 50 Bay Street, Toronto
When: September 20th, 6:00 pm
Admission: Priced. Tickets start at $36. Grab your tickets here
September 20th to October 5th – Oktoberfest at Mill Street Brewpub
Celebrate Oktoberfest at Mill Street Brewpub in Toronto’s historic Distillery District from September 20 to October 5! Enjoy a German-inspired feature menu, sip on our exclusive Festbier Lager ($10 pours, $8 refills with stein), and grab a limited-edition Oktoberfest stein.
Get ready for live entertainment, festive activities, and two weeks of Bavarian fun with friends and family. No tickets required! Just come by, grab a seat, and join the celebration!
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Where: Mill Street Brewpub, 21 Tank House Lane, Toronto
When: September 20th to October 5th
Admission: Free
September 20th and 21st – VegTOFest
VegTOFest, Canada’s most significant free-to-attend vegan festival, returns with a 40th milestone celebration at Nathan Phillips Square
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Where: Nathan Phillips Square, Toronto
When: September 20th and 21st
- September 20th, 11:00 am – 7:00 pm
- September 21st, 11:00 am – 6:00 pm
Admission: Free
September 20th and 21st –The Queen West Art Crawl
Returning for its 22nd season, the Queen West Art Craw is an annual outdoor art exhibition held at Trinity Bellwoods Park featuring over 100 established and emerging Canadian artists, with mediums ranging from sculpture to visual art to jewelry. There will be a main stage with music, dance, a kids zone, and lots of fun activities.
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Where: Trinity Bellwoods Park, Queen Street West, Toronto
When: September 20th and 21st
- September 20th, 11:00 am – 6:00 pm
- September 21st, 11:00 am – 6:00 pm
Admission: Free
September 20th and 21st – PickleFest Food and Drink Festival
PickleFest Food and Drink Festival features over 50 vendors offering all things pickled and fermented, with fully licensed beverage selections in Toronto.
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Where: Henderson Brewing Co. 128A Sterling Rd. Toronto
When: September 20th and 21st
- September 20th, 11:00 am
- September 21st, 12:00 pm
Admission: Priced. Tickets start at $20. Grab your tickets here
September 20th and 21st – Pape Village Block Party
Presented by the Pape Village BIA, The Pape Village Block Party is a FREE two-day Festival on Pape Avenue between Mortimer and Cosburn Aves that celebrates and unites the Pape Village community through family-friendly entertainment. Attendees should expect live music, arts and crafts vendors, a children’s “fun zone“ with bouncy castles, children’s character roamers and balloonists, a vintage/hot rod car show, and more!
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Where: Pape Avenue between Mortimer and Cosburn Ave.
When: September 20th and 21st
- September 20th, 12:00 pm – 9:00 pm
- September 21st, 12:00 pm – 6:00 pm
Admission: Free
September 20th and 21st – Toronto Vintage Show
Toronto Vintage Show is Canada’s largest vintage clothing show providing 2 epic days of vintage shopping. Guests will get to shop from a varied choice of vintage finds, curated clothing, accessories, jewelry, handbags, menswear and streetwear. But that’s not all — explore specialty vendors offering unique barware, kitchenware, and stylish vintage décor!
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Where: Queen Elizabeth Building, 180 Princes’ Blvd., Toronto
When: September 20th and 21st
- September 20th, 9:00 am – 6:00 pm
- September 21st, 10:00 am – 5:00 pm
Admission: Free
September 20th and 21st –Taste of Cooksville 2025
Presented by the Cooksville BIA, Taste of Cooksville is one of the major food festivals in the Mississauga Area. Over 2 days, guests will get to experience global flavours, non-stop live entertainment, fun kids activities, giant inflatables, and more.
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Where: Dundas Street from Hurontario St. to Camilla Rd., Mississauga
When: September 20th and 21st
- September 20th, 11:00 am – 9:00 pm
- September 21st, 10:00 am – 5:00 pm
Admission: Free