September Fairs & Festivals 2025

We’ve rounded up the top family festivals for September 2025 for families in Toronto and the surrounding area. You’ll find loads of fun to add to your family calendar. Head out to enjoy great food, harvest celebrations, ethnic and cultural celebrations, kids activities, ribfests, live music and more!  We are always adding to these listings so keep checking back.

September Festivals

GTA and Southern Ontario

Port of Orillia Pirate Party
Aug 29, 2025 
to Sep 1, 2025
Port of Orillia
On Labour Day Weekend, Pirates Invade the Port of Orillia! Prepare to batten down the hatches — the Pirates of the Orillian Sea are setting their course for Orillia’s Downtown Waterfront! Word on the wind is they’ll make landfall just in time for Labour Day weekend, bringing a treasure chest ...
Brampton Food Truck Festival
Aug 29, 2025 
to Aug 31, 2025
Chinguacousy Park
Brampton Food Truck Festival will be LIVE for 3 days! 40 Food Trucks will be serving up some of the best food from around the country, this is a festival you won’t want to miss! Show some of your Brampton love by bringing your friends and family. Oh and don’t ...
Toronto International BuskerFest for Epilepsy
Aug 29, 2025 
to Sep 1, 2025
Woodbine Park
It’s spontaneous, it’s outrageous; it’s fun, funny, and fabulous – there is something for everyone at the Toronto International BuskerFest for Epilepsy. Be prepared to witness something spectacular around every corner from circus artistry, to daredevils, feats of the impossible, and so much more at Ontario’s largest gathering of buskers ...
Bark In The Park TO hosted by BuskerFest
Aug 29, 2025 
to Sep 1, 2025
Woodbine Park
Bark in the Park TO is back! a four-day tail-wagging extravaganza! The ultimate celebration of all things canine will take place Aug 29 – Sept 1, 2025, at Woodbine Park, bringing together dog lovers, furry friends, and top-notch vendors for a weekend filled with wagging tails and endless fun. Get ...
Mississauga Hong Kong Festival/World Kongers Cup 2025
Aug 30, 2025 
to Sep 1, 2025
Mississauga Celebration Square
The Mississauga Hong Kong Festival 2025 will take place from August 30 to September 1, 2025, at the Paramount Fine Foods Centre Sportsplex. This event will celebrate creativity, talent, and community through various cultural fusion activities. Key highlights include the World Kong Cup 2025, a Fashion Design Jersey Competition, a ...
Uxbridge Fall Fair
Sep 5, 2025 
to Sep 7, 2025
Elgin Park
We’re thrilled to have you joining us for another year of fun, food, and fantastic activities. The focus of this year’s Uxbridge Fair is upon crops, crafts and traditional farm animals. Without these areas of agriculture our society would not exist.  Highlights: Cruise-In Car Show Midway Live Entertainment Tractor Pull Demolition ...
Georgetown Fall Fair
Sep 5, 2025 
to Sep 7, 2025
1 Park Ave in Georgetown
The Georgetown Fall Fair is back for 2025! This year’s theme is: Making Farming Fabulous! Visit the fair for live music, Battle of the Bands, Beer tent, Demolition Derby, Truck Pull, Agricultural Education Tent, Family Friendly Midway, The Ultimutts Hollywoof Stars Show, Petting Zoo, Free Children’s Games and Activities, Entertainment, ...
Egyptian Coptic Festival
Sep 5, 2025 
to Sep 6, 2025
Mississauga Celebration Square
You will have the opportunity to connect with more than 40 local businesses and thousands of attendees who are expected to attend the event over 2 days. The Egyptian Coptic Festival is a niche cultural event that celebrates Egyptian Culture, history and arts at Mississauga Celebration Square aiming to build ...
Taste of The Kingsway 2025
Sep 5, 2025 
to Sep 7, 2025
Bloor Street West between Montgomery Rd and Prince Edward Dr
Get ready for a weekend of food, music, and family fun at South Etobicoke’s largest street festival — Taste of The Kingsway is back from September 5–7, 2025! Presented by Mantella Corporation This beloved community event will once again take over Bloor Street West with something for everyone. As a ...
Oktoberfest at Canada's Wonderland
Sep 6, 2025 
to Sep 21, 2025
Canada’s Wonderland
Prost! One of our most popular festivals is returning to Canada’s Wonderland: Oktoberfest! This event includes authentic German-themed food and beverage specials and traditional festival bands! Get ready to toast your stein and join this German food and beer festival for three fun-filled weekends. At Oktoberfest, enjoy classic German foods ...
The Cabbagetown Festival
Sep 6, 2025 
to Sep 7, 2025
Cabbagetown
On Saturday, September 6th and Sunday, September 7th, the 46th annual Cabbagetown Festival will take over Parliament Street (from Gerrard St. to Wellesley St.), and Carlton Street (from Parliament St. to Ontario St.) The Cabbagetown Festival is more than just an event; it’s a celebration of our community’s spirit, diversity, ...
Markham-Milliken Children’s Festival
Sep 6, 2025 
to Sep 6, 2025
Aaniin Community Centre Park
Join us on Saturday, September 6, 2025 from 10 AM to 6:30 PM outside of Aaniin Community Centre – 5665 14th Ave(External link) for this year’s Markham-Milliken Children’s Festival (MMCF), presented by Tim Hortons. There are a variety of fun and free activities and live entertainment for the whole family ...
Vegandale Festival
Sep 6, 2025 
to Sep 6, 2025
Woodbine Beach Park
North America’s largest Vegan Festival at Woodbine Park in Toronto! Where music, interactive art, hundreds of vendors, and thousands of people come together to realize a world without animal exploitation… Featuring:  Food & Drink Vendors from around the world bring their best and newest to Vegandale. Art Dress to impress ...
Kerrfest Kids
Sep 7, 2025 
to Sep 7, 2025
Westwood Park
The Annual Kerrfest Kids will occur on Sunday, September 8th, at Westwood Park in Oakville. Admission is free! It is a one-day celebration dedicated to families and their children. Activities and events include live musical performers, food vendors, and sponsor booths, and plenty of activities. Activities include: Roaming Teenage Mutant ...
Oro World’s Fair
Sep 12, 2025 
to Sep 13, 2025
Oro-Medonte Fairgrounds
The Oro Agricultural Society is a group of dedicated volunteers working to promote an understanding of the agricultural heritage of Oro-Medonte, as well as providing opportunities for recognition of the talents and skills of members of our local communities, through participation in the Oro World’s Fair. The Fair Features: Oro ...
Bloor West Village Toronto Ukrainian Festival
Sep 12, 2025 
to Sep 14, 2025
Bloor West Village
The Bloor West Village Toronto Ukrainian Festival welcomes you to come and enjoy everything the Ukrainian culture has to offer. Discover Ukrainian culture in Canada and share the Ukrainian spirit at North America’s largest Ukrainian Street Festival. 
Philippine Festival Mississauga
Sep 12, 2025 
to Sep 14, 2025
Mississauga Celebration Square
A vibrant 3-Day Celebration of Filipino culture Experience the rich tapestry of Filipino heritage at Philippine Festival Mississauga. Feel the warmth, joy and vibrancy of Filipino culture. We’re kicking off the festivities with our electrifying DJ night! Let the rhythm bring you to dance alongside friends and family celebrating the ...
Roncesvalles Polish Festival
Sep 13, 2025 
to Sep 14, 2025
Roncesvalle Village
Come celebrate Roncesvalles Village, and the unique heritage of this neighbourhood, at our weekend Roncesvalles Polish Festival. Coming this September 13 & 14, 2025, and building on the long history of the Roncesvalles Polish Festival, which include fan favourites, like Polka and pierogi, in conjunction with a fresh focus to ...
Back 2 Roots Festival 2025
Sep 13, 2025 
to Sep 13, 2025
Living Arts Centre
School Of Indian Folk Arts & Tradition & Rooh Punjab Dee proudly present Ontario’s biggest Bhangra & Giddha celebration “Back 2 Roots Festival” 2025. Witness electrifying performances as teams from around the world come together to showcase their incredible talent and passion for Punjab Folk Arts. Complimentary tickets available for ...
The Great Northern Exhibition
Sep 19, 2025 
to Sep 21, 2025
GNE Fairgrounds
The best old-fashioned 3-day country fair in Ontario, since 1855! Enjoy the sights, smells, and sounds of Ontario in bygone days. Enjoy live entertainment, midway, great food, step dancing, a youth talent show, the demolition derby and much more!   
Cultural Festival 2025
Sep 20, 2025 
to Sep 20, 2025
The ROC
Join Us at Cultural Festival 2025! Celebrate the Town of Georgina’s first-ever Cultural Festival – a vibrant day bursting with music, dance, art, food, and traditions from around the world. Stroll through colourful displays, taste amazing flavours, enjoy live performances, and connect with neighbours in a joyful celebration of diversity, ...
Milton Fall Fair
Sep 26, 2025 
to Sep 28, 2025
Milton Fairgrounds
3 day fall fair. Demo derby, midway, truck & tractor pull, craft buildings, animals, livestock and much more. This year’s Fair theme: A Patchwork in Time. Check back with us to see up to date information about the Fair! Livestock display barn, agricultural education tent, petting zoo, Market Stage entertainment, ...
2nd Annual Arts of the Middle East Festival
Sep 26, 2025 
to Sep 27, 2025
Mississauga Celebration Square
The Arts of The Middle East Festival celebrates the rich and diverse culture of the Middle East through its unique traditions, mouth-watering cuisine, soulful music, and fascinating history. This vibrant event brings communities together to experience the beauty and artistry of the region, fostering cultural appreciation and connection. The festival ...
Fall Celtic Festival
Sep 27, 2025 
to Sep 28, 2025
Toronto Rock Athletic Centre
The Fall Celtic Festival is a growing Annual Two-day Celebration of the Cultures of Ireland, Scotland, Wales, Cornwall, Brittany and the Isle of Man. Begun in 2018, the event brings Celtic Traditions and Fun to All the People of the Greater Toronto Area and invites them to explore a new ...
The Word on the Street 2025
Sep 27, 2025 
to Sep 28, 2025
David Pecaut Square
The festival will feature over 100 exhibitors and six stages of programming for book-lovers of all ages. Spend the weekend meandering through the vibrant marketplace, where you’ll find books, magazines, and more. See your favourite Indigenous and Canadian authors across multiple stages of all-ages programming, including a dedicated kids stage, ...
Applefest
Sep 27, 2025 
to Sep 27, 2025
Markham Museum
Discover delicious apple fun at Markham Museum’s Applefest on September 28! Enjoy tasty treats, rides, games, entertainment, and family fun for all to enjoy. Pre-purchase tickets online for only $10 prior to the event, $14 the day-of. Buy tickets and learn more at MarkhamMuseum.ca!
Toronto Garlic Festival presented by Dupont By the Castle BIA
Sep 28, 2025 
to Sep 28, 2025
On Spadina Road between Davenport Road and Dupont Street, Toronto
Celebrating it’s 14th Year! 10,000 visitors stock up on their winter supply of Ontario-grown garlic, savour garlic-inspired chef creations paired with garlic cocktails, mocktails & garlic beer, get free garlic shots, discover garlic jellies, sauces preserves, ferments & hand-made crafts, & enjoy Culture Talks and Live Music. They join the ...

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