• Barrie Hill Farms Fall Festival

    Barrie Hill Farms 2935 Barrie Hill Road, Barrie, Ontario, Canada

    Celebrate the season at the Barrie Hill Farms Fall Festival! Bring the family for a day of classic fall fun, including pick-your-own apples, pumpkins and fall strawberries, seasonal treats, live music and local vendors. Each weekend, The Sunday Market brings a rotating selection of local artisan vendors to the farm, so there will be something a little different to discover throughout the festival. Once pumpkin […]

  • Pingle’s Harvest Festival

    Pingle's Farm Market 1805 Taunton Road East, Hampton, Ontario, Canada

    It’s the best time of the year; fall on the farm! Join us in celebrating the season at Pingle’s Harvest Festival. Featuring: Giant Corn Maze Pick Your Own Flower Fields Visits with the Animals Trikes & Race Track Sandbox Wagon Rides Slide Hill Games Straw Pyramid Basketball Grain Hoppers Mini Putt Bubble Barn Select Dates - please see website for more details. Purchase your tickets […]

  • West Niagara Fair

    West Niagara Agricultural Society 7402 Mud Street West, Grassie, ON, Canada

    Join us September 11-13 for an unforgettable weekend. The fair will feature an expanded midway, food trucks, indoor + outdoor market vendors, demolition derby and tractor pulls, wrestling, various live performances and interactive activities, home crafts, live animals and more! Visitors can enjoy: Agricultural and livestock exhibits Homecraft competitions and displays Local vendors and community organizations Family activities and entertainment Educational exhibits and demonstrations Food, […]

    $5 – $12
  • Taste of The Kingsway 2026

    Bloor Street West between Montgomery Rd and Prince Edward Dr Etobicoke, Ontario, Canada

    Taste of The Kingsway returns September 11 - 13, 2026, bringing three unforgettable days of food, entertainment, shopping, and family fun to South Etobicoke. Presented by Mantella Corporation, the neighbourhood's largest annual street festival transforms Bloor Street West from Prince Edward Drive to Montgomery Street into a celebration of local businesses and community. Festival-goers can enjoy an incredible selection of restaurants and food vendors, live […]

    Free
  • Philippine Festival Mississauga

    Mississauga Celebration Square 300 City Centre Drive, Mississauga, ON, Canada

    Experience the vibrant spirit of Filipino heritage at PhilFest Sauga, a lively 3-day fiesta filled with joy, dance, and delicious traditional cuisine. Celebrate community, culture and connection with us. Come with your smile, move to the rhythm and indulge in unforgettable flavours! You'll be glad you came!

  • Tim Hortons Southside Shuffle Blues & Jazz Festival

    Port Credit Memorial Park Mississauga, ON, Canada

    The 28th Annual Tim Hortons Southside Shuffle, a non-profit, award-winning blues and jazz festival, takes place September 11-12-13 2026, in the village of Port Credit and Port Credit Memorial Park, Mississauga, Ontario. The three-day event features two free stages, one ticketed stage, and a free Saturday afternoon street party on Lakeshore Road East from 1 p.m. to 5 p.m., with additional live music in clubs […]

  • Kerrfest Kids

    Westwood Park 170 Wilson St, Oakville, ON, Canada

    Celebrate the start of fall at Kerrfest & Kerrfest Kids, returning to Westwood Park in Oakville for its 10th anniversary! This popular three-day community festival brings together live music, great food, local vendors, an artisan market and plenty of family-friendly fun. Friday and Saturday feature an impressive lineup of live music, with performances by Canadian favourites including Colin James, The Jim Cuddy Band, The Box, […]

    Free
  • Uxbridge Fall Fair

    Elgin Park 40 Elgin Park Drive, Uxbridge, ON, Canada

    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: Midway Tractor Pull Demolition Derby 4H Lawn Tractor Pull Horse Shows Cruise-In Classic Car Show Food Vendors Heavy Horse Pull Uxbridge Fair Scavenger Hunt

  • Georgetown Fall Fair

    1 Park Ave in Georgetown 1 Park Avenue, Georgetown, ON, Canada

    The Georgetown Fall Fair is back for 2026! 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, Homecraft Exhibits, local vendors and an assortment of Food Concessions.

  • Oktoberfest at Canada’s Wonderland

    Oktoberfest at Canada’s Wonderland
    Canada's Wonderland 1 Canada's Wonderland Drive, Vaughan, ON, Canada

    Canada’s Wonderland invites guests to celebrate Oktoberfest, a beloved annual festival that brings the sights, sounds and flavours of Germany to the park. Savour authentic German favourites like bratwurst and warm pretzels, along with a selection of seasonal dishes perfectly paired with an extensive lineup of craft beers. The celebration comes alive with upbeat music, festive entertainment and lively performances, creating a welcoming atmosphere for […]

  • World of Jazz Festival: Live Jazz and Paint Night

    Peel Art Gallery Museum and Archives 9 Wellington St. E, Brampton, ON, Canada

    Enjoy an inspiring evening of live jazz and creativity with the Duncan Wilson Trio. Tour Abstract Art in Canada, then create an abstract painting guided by a PAMA educator. No experience required. Part of B-Jazzed’s World of Jazz Festival.

    $21.25 – $25
  • Sandhill Nursery Fall Festival

    Sandhill Nursery 1686 Aspdin Road, Huntsville, Ontario, Canada

    Mark your calendars—Fall Festival 2026 at Sandhill Nursery is just around the corner! Celebrate the season with us in the heart of Muskoka as we bring the grounds to life with live music, captivating street performers, delicious eats from the new Rusty Rake, and our always-popular pumpkin slingshot fundraiser. Wander through the vibrant KryArt Walk, treat the kids to hands-on fun in the Kid’s Activity […]

  • The Cabbagetown Festival

    Cabbagetown Parliament Street, Toronto, ON, Canada

    The Cabbagetown Festival is more than just an event; it’s a celebration of our community’s spirit, diversity, and history. Whether you’re here for the mouthwatering food, the eclectic shopping, the energetic performances, or simply to soak in the atmosphere, we can’t wait to see you in September. So, mark your calendars, bring your friends and family, and come celebrate with us at The 47th Annual […]

    Free
  • Markham-Milliken Children’s Festival

    Aaniin Community Centre Park 5665 14th Avenue, Markham, Canada

    Join us on Saturday, September 12, 2026 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 to enjoy. But, if you’re looking for even more fun and access to rides and […]

  • Cultural Festival 2026

    The ROC 26479 Civic Centre Rd, Keswick, ON, Canada

    Celebrate the cultures, traditions and stories that make Georgina unique at the Town of Georgina Cultural Festival, taking place September 18–20! This three-day, family-friendly celebration features a different theme and experience each day. Kick off the weekend Friday evening at The ROC with music, family activities and a spectacular fireworks display. On Saturday, explore cultures from around the world through food, live music, dance, art […]

  • Oro World’s Fair

    Oro-Medonte Fairgrounds 80 Sideroad 15 & 16 E, Oro Station, ON, Canada

    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. Highlights include: Oro World’s Fair Tractor Pull Demolition Derby Slow Tractor Race Top Shops Classic Car and Truck Show […]

  • Bloor West Village Toronto Ukrainian Festival

    Bloor West Village Bloor West Village, Toronto, Ontario, Canada

    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. 

    Free
  • Beeton Fall FAir

    Beeton Fairgrounds 72 Prospect Street, Beeton, Ontario, Canada

    Celebrate 170 years of fall fair tradition at the Beeton Fall Fair, September 18–20, 2026! One of Canada’s oldest agricultural fairs, this popular community event offers three days of family fun, entertainment and classic country fair experiences. Enjoy unlimited midway rides and amusements, agricultural and 4-H shows, homecraft exhibits, live music, food and artisan vendors, kids’ activities and more. Weekend highlights include the Main Street […]

  • 30th Annual Toronto Ukrainian Festival

    Bloor West Village Bloor West Village, Toronto, Ontario, Canada

    Experience the Vibrant Ukrainian Spirit at the Bloor West Village Toronto Ukrainian Festival! Musical Performances Culinary Delights Cultural Exhibitions Children’s Activities Community Connections Come for the Festival, Come back for the Village.  The Ukrainian Festival brings people together in Bloor West Village—but there’s so much more to discover beyond Festival weekend. Come back to shop, eat, explore and support the local businesses that make our […]

  • Fall Festival at Black Creek Pioneer Village

    Black Creek Pioneer Village

    Celebrate the harvest season at the Fall Festival at The Village at Black Creek! Step back in time and explore the historic 1800s village dressed for autumn, with family-friendly activities, traditional fall flavours, live folk music, crafts and old-fashioned games throughout the weekend. Try your hand at heritage skills including weaving, butter churning, dancing and leather stitching, join an old-fashioned spelling or quilting bee, and […]

  • Roncesvalles Polish Festival

    Roncesvalle Village Roncesvalles Village, Roncesvalles Avenue, from Queen St. West to Dundas St. West., ON, Canada

    Toronto’s Polish street festival returns for its 20th anniversary, celebrating food, music, and culture in the heart of Roncesvalles. Come celebrate Roncesvalles Village and the unique heritage of this neighbourhood at the Roncesvalles Polish Festival. Returning September 19 and 20, 2026, this milestone 20th edition builds on the festival’s rich history, featuring fan favourites like polka and pierogi, alongside an exciting focus on a broader […]

    Free
  • Markham Museum’s Applefest

    Markham Museum 9350 Markham Road, Markham, Ontario, Canada

    Discover delicious apple fun at Markham Museum’s Applefest! Enjoy tasty treats, rides, games, entertainment, and family fun for all to enjoy. Buy tickets and learn more at MarkhamMuseum.ca!

  • AppleFest 2026

    Markham Museum 9350 Markham Road, Markham, Ontario, Canada

    Get ready for a spectacular celebration at AppleFest presented by Don Valley North Toyota! Join Markham Museum for our signature AppleFest celebration on Saturday, September 19th from 10 AM to 5 PM as the Museum’s 25-acre site is transformed into a vibrant festival filled with fresh apple cider, family-friendly activities, local businesses, talented artisans, and all things apples! AppleFest presented by Don Valley North Toyota […]

    Free – $14
  • Harvest Fest

    Clinton Harvest Fest Albert Street, Clinton, ON, Canada

    Harvest Fest is coming to Clinton on September 19! Planning is underway for another amazing day. Featuring: Vendor market Classic car show Live music on the OLG Stage Sensory-friendly zone Rock climbing Bouncy castles Pony ride carousel Giant inflatable slide Face painting Food trucks Live Entertainment  

  • Step Into the Enchanted Forest: The Enchanted Hope Gala

    Paradise Banquet Hall 7601 Jane Street, Vaughan, Ontario, Canada

    Step into a magical enchanted forest experience at the first annual Enchanted Hope Gala, an unforgettable evening celebrating courage, imagination, and hope while empowering children facing cancer, neurofibromatosis (NF), and serious illnesses. Hosted by Enchanted Hope Foundation, this immersive evening brings the community together to celebrate children as they truly are — brave, creative, inspiring, and full of possibility beyond their diagnosis. Guests will journey […]

  • Arts of the Middle East Festival

    Mississauga Celebration Square 300 City Centre Drive, Mississauga, ON, Canada

    The Arts of the Middle East Festival brings people together to celebrate the rich culture, vibrant traditions, and incredible flavours of the Middle East. This year, join us for unforgettable performances, cultural experiences, and delicious cuisine that highlight the beauty and diversity of the region. Step into a vibrant world of creativity at the Arts of the Middle East Festival! Enjoy captivating performances from talented […]